3-Aminobenzoic Acid → 3-[[5-(2-Methylsulfanylpyrimidin-4-yl)-2-thienyl]sulfonylamino]benzoic acid

HRID 589731

Reaction equation

HRID 589731 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[S:13][C:12]([S:14](Cl)(=[O:16])=[O:15])=[CH:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1.[NH2:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([OH:24])=[O:23]>>[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[S:13][C:12]([S:14]([NH:18][C:19]3[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=3)[C:22]([OH:24])=[O:23])(=[O:16])=[O:15])=[CH:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 74193-Aminobenzoic AcidHCID 27369955-(2-(Methylthio)-4-pyrimidinyl)-2-thiophenesulfonyl chloride

Product 1

HCID 667999153-[[5-(2-Methylsulfanylpyrimidin-4-yl)-2-thienyl]sulfonylamino]benzoic acidYield 78.5%

Procedure

The product was prepared according to General Procedure 1, described in Example 1, starting with 5-[2-(methylthio)pyrimidin-4-yl]thiophene-2-sulfonyl chloride (16.8 mg, 0.055 mmol) and 3-aminobenzoic acid (6.9 mg, 0.05 mmol) affording 16.0 mg (78%) of the title compound. MS (ESI+) calcd for C16H13N3O4S3 407.006818, found 407.007148.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-0f22370183eb4f509591ef7733d5e621
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Linked notes

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