Benzylamine → HCID 14943551, compound

HRID 128832Notes

Reaction equation

HRID 128832 reaction equation
Cl[C:2]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH:5]=1)=[O:3].[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[CH2:22]([NH:29][C:2]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH:5]=1)=[O:3])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 27762111-(Benzenesulfonyl)-1H-indole-3-carbonyl chloride

Product 1

HCID 14943551HCID 14943551, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Reaction of 3-chlorocarbonyl-1-(phenylsulfonyl)-indole [XXIII] (Ketcha D. M., Gribble G. W., J. Org. Chem. 1985;50:5451-5457) with an excess of benzylamine in CH2Cl2) (method of Ketcha and Gribble) gave N-benzyl-1-(phenylsulfonyl) indole-3-carboxamide [XXIV: R8 =CH2Ph]; mp (MeOH) 188°-189° C.

Sources & evidence

ORD record
ord-872931821d894614af45e6097663593a
Source dataset
uspto-grants-1995_11
Patent number
US05464861

Reaction notes

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