Dimethylformamide → HCID 18404587, compound

HRID 1017991Notes

Reaction equation

HRID 1017991 reaction equation
[C:1]([O:4][CH3:5])(=[S:3])[CH3:2].C(N(C(C)C)CC)(C)C.Cl[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][N:17]=1.CN(C)C=O>O>[N+:22]([C:19]1[CH:20]=[CH:21][C:16]([CH2:2][C:1]([O:4][CH3:5])=[S:3])=[N:17][CH:18]=1)([O-:24])=[O:23]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 783082-Chloro-5-nitropyridineHCID 81531DiisopropylethylamineHCID 519840Methyl thioacetate

Product 1

HCID 18404587HCID 18404587, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of methyl thioacetate (3 g), diisopropylethylamine (8.14 g), 2-chloro-5-nitropyridine (5 g) and dimethylformamide (50 ml) was heated at 80° C. for 18 hours. The reaction mixture was cooled and then poured into water (500 ml). After stirring for 1 hour at ambient temperature the mixture was filtered to give the title compound (2.03 g) as a brown solid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-954160bb294c4b06861d649db71e83e4
Source dataset
uspto-grants-2002_11
Patent number
US06479519B1

Reaction notes

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