Water → HCID 73225304, compound

HRID 2425956Notes

Reaction equation

HRID 2425956 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15]([CH3:17])=O)[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:18][N:19]1[C:23]([CH2:24][NH:25][C:26]([C:28]2[S:29][C:30]([C:33]([NH:35][NH2:36])=[O:34])=[CH:31][CH:32]=2)=[O:27])=[CH:22][CH:21]=[N:20]1.O>CN(C)C=O>[CH3:18][N:19]1[C:23]([CH2:24][NH:25][C:26]([C:28]2[S:29][C:30]([C:33]([NH:35][N:36]=[C:15]([C:12]3[C:13]([OH:14])=[C:9]([C:4]4[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=4)[S:10][CH:11]=3)[CH3:17])=[O:34])=[CH:31][CH:32]=2)=[O:27])=[CH:22][CH:21]=[N:20]1

Participants

5

Reactant 3

HCID 962WaterHCID 442072882-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiopheneHCID 57688128HCID 57688128, compound

Product 1

HCID 73225304HCID 73225304, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

2-(3,4-Dichlorophenyl)-3-hydroxy-4-methylcarbonylthiophene (50 mg, 0.17 mmol) and 5-hydrazinocarbonylthiophene-2-carboxylic Acid (1-methyl-1H-pyrazol-5-ylmethyl)amide (49 mg, 0.17 mmol) prepared in Reference Synthetic Example 18 were dissolved in N,N-dimethylformamide (0.50 mL) and heated at 70° C. for 24 hours and cooled to room temperature. After addition of water, the precipitated crystals were recovered by filtration, washed with water and chloroform and dried to give the desired product (yield 76%).

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe precipitated crystals were recovered by filtration
  3. washwashed with water and chloroform
  4. customdried

Sources & evidence

ORD record
ord-a9e120892a1344729b58ca4948645a44
Source dataset
uspto-grants-2011_06
Patent number
US07968542B2

Reaction notes

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