3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxamide → 3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carbonitrile

HRID 1982418Notes

Reaction equation

HRID 1982418 reaction equation
[CH2:1]([O:3][C:4]1[C:8]2[N:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:7]=2[O:6][C:5]=1[C:22]([NH2:24])=O)[CH3:2]>O>[CH2:1]([O:3][C:4]1[C:8]2[N:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:7]=2[O:6][C:5]=1[C:22]#[N:24])[CH3:2]

Participants

3

Reactant 1

HCID 132203983-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxamide

Product 1

HCID 133941643-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carbonitrileYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared by the procedure described in Example 21 from 6.5 g (0.020 mole) of 3-ethoxy-4-phenyl-4H-furo-[3,2-b]indole-2-carboxamide. The crude product (5.5 g, 90% yield), after being washed with water and dried, was converted to the corresponding tetrazole without additional purification. A portion of the crude nitrile recrystallized from methanol yielded an analytically pure sample, mp 121°-122° C.

Workup

  1. customPrepared by the procedure

Sources & evidence

ORD record
ord-41a9a961035841ae9d1ffb03d01bf33a
Source dataset
uspto-grants-1986_06
Patent number
US04596814

Reaction notes

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