3-Amino-4-methoxybenzanilide → HCID 53773951, compound

HRID 1387558Notes

Reaction equation

HRID 1387558 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6].[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]=[C:27]=[S:28]>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][C:4]([C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])=[CH:3][C:2]=1[NH:1][C:27]([NH:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH3:19])=[S:28]

Participants

3

Reactant 2

HCID 84263-Amino-4-methoxybenzanilideHCID 691952-Methylphenyl isothiocyanate

Product 1

HCID 53773951HCID 53773951, compoundYield 51.3%

Conditions

Temperature
80 °C

Procedure

A mixture of 3-amino-4-methoxy-N-phenyl-benzamide (0.972 g, 4.00 mmol), 2-methylphenyl isothiocyanate (0.55 mL, 4.11 mmol, and ethyl acetate 20 mL) was allowed to stand at room temperature. After 4 days, the reaction was heated to 80° C. for 3 hours then allowed to stand at room temperature for an additional 5 days. Filtration afforded the product (0.804 g); m.p. 172-174° C.

Workup

  1. customto stand at room temperature
  2. waitto stand at room temperature for an additional 5 days
  3. filtrationFiltration

Sources & evidence

ORD record
ord-8c0914cd9ae1449f84f28a62e70bba78
Source dataset
uspto-grants-2001_07
Patent number
US06268387B1

Reaction notes

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