m-Tolyl isocyanate → HCID 12608480, compound

HRID 1447587Notes

Reaction equation

HRID 1447587 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.[C:20]1([CH3:29])[CH:25]=[CH:24][CH:23]=[C:22]([N:26]=[C:27]=[O:28])[CH:21]=1.Cl.CCOCC>>[NH:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([CH2:10][CH2:9][N:6]2[CH2:7][CH2:8][CH:3]([NH:2][C:27]([NH:26][C:22]3[CH:21]=[C:20]([CH3:29])[CH:25]=[CH:24][CH:23]=3)=[O:28])[CH2:4][CH2:5]2)=[CH:12]1

Participants

4

Reactant 3

HCID 69303m-Tolyl isocyanateHCID 10953452Ether hydrochlorideHCID 203843533-[2-(4-Aminopiperidyl)ethyl]indole, hydrate

Product 1

HCID 12608480HCID 12608480, compoundYield 83.2%

Procedure

Condensation of 3-[2-(4-Aminopiperidyl)ethyl]indole, hydrate (1.31 g.) and 3-tolyl isocyanate (0.70 g., 5% excess) in the manner of Example 1 gave the crude title compound (1.70 g.) from which was obtained a pure hydrochloride (1.57 g., m.p. 228.9°, dec.) by treatment with ethanolic HCl/ether.

Workup

  1. customgave the crude title compound (1.70 g.) from which

Sources & evidence

ORD record
ord-587f318fec234c5dbf2c57c921ad8090
Source dataset
uspto-grants-1979_12
Patent number
US04177279

Reaction notes

Loading…