Potassium Carbonate → HCID 873872, compound

HRID 1689926Notes

Reaction equation

HRID 1689926 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[NH2:10])=[O:4].C(=O)([O-])[O-].[K+].[K+].[C:17](Cl)(=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=1>C(#N)C.O>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[NH:10][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=1)=[O:4]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 74374m-Anisoyl chlorideHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Product 1

HCID 873872HCID 873872, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of methyl-3-amino-2-thiophenecarboxylate, 20, (8.0 g) in acetonitrile (100 mL) was added potassium carbonate (7.73 g) followed by m-anisoyl chloride, 23, (7.51 mL). The reaction mixture was heated to reflux, then cooled and diluted with water. 3-(3-Methoxy-benzoylamino)-thiophene-2-carboxylic acid methyl ester, 24, (12.78 g) was subsequently collected as a white solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux
  3. temperaturecooled
  4. custom3-(3-Methoxy-benzoylamino)-thiophene-2-carboxylic acid methyl ester, 24, (12.78 g) was subsequently collected as a white solid

Sources & evidence

ORD record
ord-15a476caac514d13a3a0ba7026bf78b3
Source dataset
uspto-grants-2012_04
Patent number
US08153639B2

Reaction notes

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