2-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiophene → HCID 73224733, compound

HRID 2425949Notes

Reaction equation

HRID 2425949 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].[N:18]1([C:24]([C:26]2[S:30][C:29]([C:31]([NH:33][NH2:34])=[O:32])=[CH:28][CH:27]=2)=[O:25])[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:34][NH:33][C:31]([C:29]3[S:30][C:26]([C:24]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[O:25])=[CH:27][CH:28]=3)=[O:32])[CH3:17])[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 442072882-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiopheneHCID 576881305-(Morpholine-4-carbonyl)thiophene-2-carbohydrazide

Product 1

HCID 73224733HCID 73224733, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

28 mg of 2-(3,4-dichlorophenyl)-3-hydroxy-4-methylcarbonylthiophene and 26 mg of 5-(morpholine-4-carbonyl)thiophene-2-carbohydrazide prepared in Reference Synthetic Example 2 were heated in isopropyl alcohol with 3 mg of p-tosylic acid monohydrate at 105° C. for 18 hours and cooled to room temperature. The precipitated solid was recovered by filtration and washed with 1 mL of isopropyl alcohol, and the resulting crystals were dried to give the desired product (yield 86%).

Workup

  1. filtrationThe precipitated solid was recovered by filtration
  2. washwashed with 1 mL of isopropyl alcohol
  3. customthe resulting crystals were dried

Sources & evidence

ORD record
ord-51cf7616758f428e871fe5bf52707c9e
Source dataset
uspto-grants-2011_06
Patent number
US07968542B2

Reaction notes

Loading…