Diethyl Ether → 3-Amino-4,5-dicarbomethoxy-2-(p-chlorophenyl)pyrrole hydrochloride

HRID 2057535Notes

Reaction equation

HRID 2057535 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)[C:3]#[N:4].[C:12]([C:16]#[C:17][C:18]([O:20][CH3:21])=[O:19])([O:14][CH3:15])=[O:13].C(OCC)C>CO.C(OCC)C>[ClH:11].[NH2:4][C:3]1[C:16]([C:12]([O:14][CH3:15])=[O:13])=[C:17]([C:18]([O:20][CH3:21])=[O:19])[NH:1][C:2]=1[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 12980Dimethyl acetylenedicarboxylateHCID 11309731HCID 11309731, compound

Product 1

HCID 123394923-Amino-4,5-dicarbomethoxy-2-(p-chlorophenyl)pyrrole hydrochloride

Reagents, catalysts & solvents 1

HCID 21864698Diethyl ether methanolSolvent

Procedure

Starting from 2-amino-2-(p-chlorophenyl)acetonitrile and dicarbomethoxyacetylene, the open-chain intermediate compound is obtained, m.p. 74°-76° C. (from diethyl ether). The title compound is obtained in a 48% overall yield, m.p. 216°-8° C. (from methanol/diethyl ether).

Workup

  1. customthe open-chain intermediate compound is obtained

Sources & evidence

ORD record
ord-f3d938b4e3d5474b9f818ab459702d6f
Source dataset
uspto-grants-1980_07
Patent number
US04211709

Reaction notes

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