Triethylamine → HCID 15324512, compound

HRID 1885809Notes

Reaction equation

HRID 1885809 reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([SH:12])[CH:9]=[C:8]([CH3:13])[C:6]=1[NH2:7])([CH3:4])([CH3:3])[CH3:2].[C:14]1([N:20]2[C:24](=[O:25])[CH:23]=[CH:22][C:21]2=[O:26])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:14]1([N:20]2[C:24](=[O:25])[CH2:23][CH:22]([S:12][C:10]3[CH:9]=[C:8]([CH3:13])[C:6]([NH2:7])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:11]=3)[C:21]2=[O:26])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13662N-PhenylmaleimideHCID 153245012-Tert-butyl-4-mercapto-6-methylaniline

Product 1

HCID 15324512HCID 15324512, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A stirred solution of 1.0 g (5 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline, 0.9 g (5 mmol) of N-phenylmaleimide and 0.1 g (1 mmol) of triethylamine in 10 mL of toluene is heated at 50° C. for 18 hours. The solvent is removed in vacuo and the residue is purified by flash chromatography (silica gel, ethyl acetate eluent) to give 0.7 g (37%) of the title compound as a white solid melting at 126°-128° C.

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by flash chromatography (silica gel, ethyl acetate eluent)

Sources & evidence

ORD record
ord-3ab027b8ad7a4deb937277850ef0d26e
Source dataset
uspto-grants-1992_09
Patent number
US05145970

Reaction notes

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