Claims
- 1. A method for the production of a compound of the formula ##STR8## wherein R represents hydrogen or lower alkyl, and the rings A and/or B are unsubstituted or substituted by a member selected from the group consisting of halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, which comprises reacting a compound of the formula ##STR9## wherein R and the rings A and B have the same meanings as above, with a monohaloacetic acid halide or anhydride, to give a corresponding halogenoacetyl derivative, reacting the resulting halogenoacetyl derivative with a weak acid selected from the group consisting of formic acid, acetic acid, monochloroacetic acid, dichloroacetic acid, propionic acid, butyric acid, benzoic acid, salicyclic acid and phenylacetic acid, to give a compound of the formula ##STR10## wherein R and the rings A and B have the same meanings as above, and X represents halogen, reacting the resulting compound with hydroxylamine to give a compound of the formula ##STR11## wherein R and the rings A and B have the same meanings as above, and subjecting a solution of the resulting compound to a temperature from about 10.degree. C to the reflux temperature of the solution to effect ring closure.
- 2. A method for the production of a compound of the formula ##STR12## wherein R represents hydrogen or lower alkyl, and the rings A and/or B are unsubstituted or substituted by a member selected from the group consisting of halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, which comprises reacting a compound of the formula ##STR13## wherein the rings A and B have the same meanings as above, with an ortho ester of the formula
- RC(OR.sup.2).sub.3
- wherein each of R and R.sup.2 represents hydrogen or lower alkyl, or an acylating agent selected from the group consisting of formic acid, acetic acid and the acid halides and anhydrides of an acid of the formula RCOOH wherein R represents hydrogen or lower alkyl, to give a compound of the formula ##STR14## wherein R, R.sup.2 and the rings A and B have the same meanings as above, reacting the resulting compound with hydrazine to give a compound of the formula ##STR15## wherein R and the rings A and B have the same meanings as above, reacting the resulting compound with a monohaloacetic acid halide or anhydride, to give a corresponding halogenoacetyl derivative, reacting the resulting halogenoacetyl derivative with a weak acid selected from the group consisting of formic acid, acetic acid, monochloroacetic acid, dichloroacetic acid, propionic acid, butyric acid, benzoic acid, salicylic acid and phenylacetic acid, to give a compound of the formula ##STR16## wherein R and the rings A and B have the same meanings as above, and X represents halogen, reacting the resulting compound with hydroxylamine to give a compound of the formula ##STR17## wherein R and the rings A and B have the same meanings as above, and subjecting a solution of the resulting compound to a temperature from about 10.degree. C to the reflux temperature of the solution to effect ring closure.
- 3. A method for the production of a compound of the formula ##STR18## wherein R represents hydrogen or lower alkyl, and the rings A and/or B are unsubstituted or substituted by a member selected from the group consisting of halogen, nitro, trifluoromethyl, lower alkyl and lower alkoxy, which comprises reacting a compound of the formula ##STR19## wherein the rings A and B have the same meanings as above, with a mixture of ##STR20## and POX.sub.3, wherein R represents hydrogen or lower alkyl, X represents halogen and R.sup.3 and R.sup.4 are the same or different lower alkyl, to give a compound of the formula ##STR21## wherein the rings A and B have the same meanings as above, R represents hydrogen or lower alkyl, and R.sup.3 and R.sup.4 are the same or different lower alkyl, reacting the resulting compound with hydrazine to give a compound of the formula ##STR22## wherein R and the rings A and B have the same meanings as above, reacting the resulting compound with a monohaloacetic acid halide or anhydride, to give a corresponding halogenoacetyl derivative, reacting the resulting halogenoacetyl derivative with a weak acid selected from the group consisting of formic acid, acetic acid, monochloroacetic acid, dichloroacetic acid, propionic acid, butyric acid, benzoic acid, salicylic acid and phenylacetic acid, to give a compound of the formula ##STR23## wherein R and the rings A and B have the same meanings as above, and X represents halogen, reacting the resulting compound with hydroxylamine to give a compound of the formula ##STR24## wherein R and the rings A and B have the same meanings as above, and subjecting a solution of the resulting compound to a temperature from about 10.degree. C to the reflux temperature of the solution to effect ring closure.
Priority Claims (1)
Number |
Date |
Country |
Kind |
50/39700 |
Jun 1971 |
JA |
|
Parent Case Info
This application is a division of Ser. No. 482,798, filed June 24, 1974, now U.S. Pat. No. 3,927,015 which is a continuation of Ser. No. 255,993, filed May 23, 1972, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3583978 |
Archer et al. |
Jun 1971 |
|
3709898 |
Hester |
Jan 1973 |
|
Non-Patent Literature Citations (1)
Entry |
Derieg et al., J. Org. Chem., vol. 36, pp. 782-787 (1971). |
Divisions (1)
|
Number |
Date |
Country |
Parent |
482798 |
Jun 1974 |
|
Continuations (1)
|
Number |
Date |
Country |
Parent |
255993 |
May 1972 |
|