(1,1'-Biphenyl)-4-carboxylic acid → HCID 22713239, compound

HRID 351558Notes

Reaction equation

HRID 351558 reaction equation
[C:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ON1C2C=CC=CC=2N=N1.[NH2:26][NH:27][C:28]([NH2:30])=[S:29].Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O.O>[C:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([NH:26][NH:27][C:28]([NH2:30])=[S:29])=[O:12])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 757711-HydroxybenzotriazoleHCID 2723789ThiosemicarbazideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 22713239HCID 22713239, compoundYield 75.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-phenylbenzoic acid (10.0 g), 1-hydroxybenzotriazole (7.5 g) and thiosemicarbazide (5.1 g) in dimethylformamide (50 ml) was added 1-ethyl-3-(3′-dimethylaminopropyl) carbodiimide hydrochloride (14.45 g) and stirred for 12 hours at ambient temperature. The reaction mixture was pulverized with water. The precipitate was collected by filtration and dried under reduced pressure to give 1-(4-phenylbenzoyl)-3-thiosemicarbazide (10.274 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-5ba640749cbc4d4f960af2e89517c50b
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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