Claims
- 1. A method for making ethynylated, amino-substituted biphenyl compounds comprising:
- (a) reacting 2,2'-diiodobiphenyl with nitronium trifluoromethanesulfonate in homogeneous solution in a selected organic solvent at a temperature within the range of about zero to 5.degree. C., to effect selective nitration in the position para to said iodo substituent to form 2,2'-diiodo-5,5'-dinitrobiphenyl;
- (b) reacting said 2,2'-diiodo-5,5'-dinitrobiphenyl with a compound of the formula CuC.tbd.CR to form a compound of the formula 2,2'-bis(C.tbd.CR)-5,5'-dinitrobiphenyl, where R is selected from the group consisting of an alkyl group of one to 10 carbon atoms an alkenyl group consisting one to 10 carbon atoms, an aryl group and a heteroaryl group; and
- (c) reacting the product of step (b) with hydrogen in the gas phase in the presence of a noble metal catalyst to reduce the nitro groups to amino groups.
- 2. The process of claim 1 wherein said nitronium trifluoromethanesulfonate is dissolved in dichloromethane.
- 3. The process of claim 2 wherein said nitronium trifluoromethanesulfonate is mixed with an inert solvent and trifluoromethanesulfonic acid.
Parent Case Info
This application is a continuation of application Ser. No. 453,430, filed Dec. 27, 1982 now abandoned.
Government Interests
This application is a continuation of application Ser. No. 453,430, filed Dec. 27, 1982 now abandoned.
The Government has rights in this invention pursuant to Contract No. F33615-79-5101 awarded by the Department of the Air Force.
Non-Patent Literature Citations (4)
Entry |
Roberts et al., Basic Principles of Org Chem, 1964, pp. 800-803. |
Wagner et al., Synthetic Organic Chem. (1965), pp. 654-657. |
Rutledge Acetylenic Compounds (1968), pp. 86-87. |
Coon, Journal of Org. Chem., vol. 38, No. 25, pp. 4243-4248 (1973). |
Continuations (1)
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Number |
Date |
Country |
Parent |
453430 |
Dec 1982 |
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