Dimethylformamide → HCID 178479697, compound

HRID 267899Notes

Reaction equation

HRID 267899 reaction equation
CN(C)C=O.S(Cl)([Cl:8])=O.[OH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][N:19]=2)[N:14]=[CH:13][C:12]=1[C:21]([OH:23])=O>C1C=CC=CC=1>[ClH:8].[OH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][N:19]=2)[N:14]=[CH:13][C:12]=1[C:21]([Cl:8])=[O:23]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 178524722HCID 178524722, compound

Product 1

HCID 178479697HCID 178479697, compoundYield 147.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of dimethylformamide (0.73 g) and thionyl chloride (1.56 g) in benzene, there was added dropwise 4-hydroxy-1,5-naphthyridine-3-carboxylic acid (1.9 g) while stirring, and the reaction was carried out at 40° to 85°C for 3 hours. The crystals were collected by filtration, washed with benzene and dried under reduced pressure to give the objective compound (2.37 g). Purity, 96.3%. M.P.>350°C.

Workup

  1. filtrationThe crystals were collected by filtration
  2. washwashed with benzene
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-26b0dffc7b814213b61b7543dab17a4c
Source dataset
uspto-grants-1976_03
Patent number
US03945995

Reaction notes

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