Dimethylformamide → HCID 88414954, compound

HRID 1771116Notes

Reaction equation

HRID 1771116 reaction equation
[O:1]=[C:2]=[C:3]1[C:13](=[C:14]=[O:15])[CH:12]=[CH:11][C:5]([CH2:6][CH2:7][CH2:8][S:9][NH-])=[CH:4]1.[Cl:16][CH2:17][C:18]([CH2:20]Cl)=O.C[N:23](C=O)C>>[O:1]=[C:2]=[C:3]1[C:13](=[C:14]=[O:15])[CH:12]=[CH:11][C:5]([CH2:6][CH2:7][C:8]2[S:9][CH:20]=[C:18]([CH2:17][Cl:16])[N:23]=2)=[CH:4]1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 107931,3-DichloroacetoneHCID 131734646HCID 131734646, compound

Product 1

HCID 88414954HCID 88414954, compoundYield 78%

Conditions

Temperature
60 °C

Procedure

19.5 g 2-(3,4-dioxomethylenebenzyl)ethylthioamide (0.1 mol) was dissolved in 100 mL DMF, to which 12.6 g 1,3-dichloroacetone (0.1 mol) was added at room temperature. The reaction solution was heated at 60° C. for 3 hours, and then poured into ice water to isolate a solid. After sucking filtration and drying, 20.8 g off-white solid was obtained. Yield: 78%, MS: 268 (M+1).

Workup

  1. additionwas added at room temperature
  2. customto isolate a solid
  3. filtrationfiltration
  4. customdrying

Sources & evidence

ORD record
ord-d1179e5bbb7e47b48cb587a6fbe654db
Source dataset
uspto-grants-2016_02
Patent number
US09249106B2

Reaction notes

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