Dimethylformamide → HCID 45358729, compound

HRID 430025Notes

Reaction equation

HRID 430025 reaction equation
CN(C)C=O.[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][O:13][C:14]([NH:16][CH2:17][C:18]2[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=2)=[O:15])[CH:7]=1.C(Cl)(=O)C([Cl:30])=O>C1(C)C=CC=CC=1>[ClH:30].[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][O:13][C:14]([NH:16][CH2:17][C:18]2[CH:26]=[CH:25][C:21]([C:22]([Cl:30])=[O:23])=[CH:20][CH:19]=2)=[O:15])[CH:7]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 98173384-((((Pyridin-3-ylmethoxy)carbonyl)amino)methyl)benzoic acid

Product 1

HCID 45358729HCID 45358729, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.8 ml of N,N-dimethylformamide was added to a toluene suspension (2000 ml) including 40 g (0.14 mole) of 4-[N-(pyridin-3-ylmethoxycarbonyl)aminomethyl]benzoic acid. Then, 24 ml of oxalyl chloride were added dropwise to the resultant mixture, followed by stirring for 4 hours. A deposited white solid was collected by filtration to obtain 47.7 g (quantitative) of 4-[N-(pyridin-3-ylmethoxycarbonyl)aminomethyl]benzoyl chloride hydrochloride.

Workup

  1. filtrationA deposited white solid was collected by filtration

Sources & evidence

ORD record
ord-898a6c29c20842dbabb4a77f9eee5138
Source dataset
uspto-grants-2001_11
Patent number
US06320078B1

Reaction notes

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