3,4-Dichlorophenyl isocyanate → HCID 12608476, compound

HRID 1447586Notes

Reaction equation

HRID 1447586 reaction equation
O.[NH2:2][CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)[CH2:5][CH2:4]1.[Cl:20][C:21]1[CH:22]=[C:23]([N:28]=[C:29]=[O:30])[CH:24]=[CH:25][C:26]=1[Cl:27]>>[Cl:20][C:21]1[CH:22]=[C:23]([NH:28][C:29]([NH:2][CH:3]2[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[NH:13][CH:12]=3)[CH2:5][CH2:4]2)=[O:30])[CH:24]=[CH:25][C:26]=1[Cl:27]

Participants

3

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 203843533-[2-(4-Aminopiperidyl)ethyl]indole, hydrate

Product 1

HCID 12608476HCID 12608476, compoundYield 78.6%

Procedure

Condensation of 3-[2-(4-aminopiperidyl)ethyl]indole, hydrate (1.31 g.) and 3,4-dichlorophenyl isocyanate (0.99 g., 5% excess) in the manner of Example 1 gave the crude title compound (2.03 g.) from which a pure hydrochloride (1.70 g., m.p. 258.4°, dec.) was obtained by treatment with ethanolic HCl/ether.

Sources & evidence

ORD record
ord-90e23f6e0b6e4aa6ad742de1f6534ce1
Source dataset
uspto-grants-1979_12
Patent number
US04177279

Reaction notes

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