Methanol → HCID 178499180, compound

HRID 1012156Notes

Reaction equation

HRID 1012156 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][NH:8][N:7]=1)=[O:5])C.[N+](C1C(C(O)=O)=NNC=1)([O-])=O.S(Cl)(Cl)=O.CO>CCO>[CH3:1][O:3][C:4]([C:6]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][NH:8][N:7]=1)=[O:5]

Participants

6

Reactant 4

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178470496HCID 178470496, compoundHCID 178524956HCID 178524956, compound

Product 1

HCID 178499180HCID 178499180, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound was prepared in a manner analogous to 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester (Example 16A) using 4-nitro-1H-pyrazole-3-carboxylic acid (100 g, 636 mmol), thionyl chloride (55.5 ml, 764 ml) and MeOH (750 ml), instead of EtOH. 4-Nitro-1H-pyrazole-3-carboxylic acid methyl ester was obtained as an off-white solid (109 g, 100%). (LC/MS (acidic method): Rt 1.82 min, [M+H]+ 172).

Sources & evidence

ORD record
ord-4628d4f4e7e24ca0a743b5009fa72fe1
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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