Thionyl Chloride → N-(2-Chloro-3-pyridinyl)-1-methyl-4-nitro-1H-pyrazole-5-carboxamide

HRID 1702437

Reaction equation

HRID 1702437 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([OH:9])=O)=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=[N:3]1.S(Cl)(Cl)=O.[Cl:17][C:18]1[C:23]([NH2:24])=[CH:22][CH:21]=[CH:20][N:19]=1>CN(C)P(=O)(N(C)C)N(C)C>[Cl:17][C:18]1[C:23]([NH:24][C:7]([C:6]2[N:2]([CH3:1])[N:3]=[CH:4][C:5]=2[N+:10]([O-:12])=[O:11])=[O:9])=[CH:22][CH:21]=[CH:20][N:19]=1

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 805282-Chloro-3-pyridylamineHCID 5926231-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid

Product 1

HCID 20503812N-(2-Chloro-3-pyridinyl)-1-methyl-4-nitro-1H-pyrazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

Prepared analogously to Example A(a) from 1-methyl-4-nitro-1H-pyrazole-5-carboxylic acid, thionyl chloride, and 2-chloro-3-aminopyridine in hexamethylphosphoric acid triamide.

Sources & evidence

ORD record
ord-b2a0c8d53a49410a83030612c2642573
Source dataset
uspto-grants-1983_04
Patent number
US04381303

Linked notes

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