4-(4-tert-Butoxycarbonylamino-phenylsulfanyl)-3-nitro-benzoic acid methyl ester → Methyl 3-amino-4-(4-(methoxycarbonylamino)phenylthio)benzoate

HRID 605402Notes

Reaction equation

HRID 605402 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][C:14]=2[N+:23]([O-])=O)=[CH:8][CH:7]=1)=[O:4].COC(=O)C1C=CC(SC2C=CC(NC(OC(C)(C)C)=O)=CC=2)=C([N+]([O-])=O)C=1>>[NH2:23][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:13]=1[S:12][C:9]1[CH:10]=[CH:11][C:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])=[CH:7][CH:8]=1)[C:17]([O:19][CH3:20])=[O:18]

Participants

3

Reactant 2

HCID 593768704-(4-tert-Butoxycarbonylamino-phenylsulfanyl)-3-nitro-benzoic acid methyl esterHCID 67041007Methyl 4-(4-(methoxycarbonylamino)phenylthio)-3-nitrobenzoate

Product 1

HCID 67040749Methyl 3-amino-4-(4-(methoxycarbonylamino)phenylthio)benzoateYield 88%

Procedure

The title compound was prepared by the procedure in Example 385C substituting the product from Example 441A for the product of Example 385B. The reaction was purified by silica gel chromatography (ethyl acetate/CHCl3=1/9) to give the title compound (yield 88%).

Workup

  1. customThe title compound was prepared by the procedure in Example 385C
  2. customThe reaction was purified by silica gel chromatography (ethyl acetate/CHCl3=1/9)

Sources & evidence

ORD record
ord-e156897df9164f93ad499a016bae9f56
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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