Dimethylformamide → HCID 11379153, compound

HRID 2164658Notes

Reaction equation

HRID 2164658 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][CH:3]=1.[CH3:12][N:13]([CH3:16])[CH:14]=O.COC(OC)N(C)C>CO>[Cl:1][C:2]1[C:7](/[CH:8]=[CH:12]/[N:13]([CH3:16])[CH3:14])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 67402-Chloro-6-nitrotolueneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 11379153HCID 11379153, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2-liter flask fitted with a 30-cm. vacuum-jacketed Vigreux column, downward condenser, and receiver with a nitrogen inlet was charged with 171.6 g. of 6-chloro-2-nitrotoluene, 500 ml. of dimethylformamide, and 149.0 g. of N,N-dimethylformamide dimethyl acetal and then heated to 140°-156° for 13 hours. The pot temperature was maintained by continuous distillation of the methanol as it was formed.

Workup

  1. customA 2-liter flask fitted with a 30-cm
  2. additionvacuum-jacketed Vigreux column, downward condenser, and receiver with a nitrogen inlet was charged with 171.6 g
  3. customwas formed

Sources & evidence

ORD record
ord-e06bca959a6d43c7a3c12fdf6a940393
Source dataset
uspto-grants-1985_03
Patent number
US04506078

Reaction notes

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