Water → HCID 15452319, compound

HRID 1108157Notes

Reaction equation

HRID 1108157 reaction equation
[Cl:1][CH:2]=[CH:3][NH:4][C:5](=[O:14])[C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[F:13].S(=O)(=O)(O)O.[CH3:20][N:21]([CH3:37])[C:22](=[O:36])[S:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:26][CH:25]=1.O>ClCCl>[CH3:20][N:21]([CH3:37])[C:22](=[O:36])[S:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[CH:32][C:33]([CH:3]([NH:4][C:5](=[O:14])[C:6]3[C:7]([F:13])=[CH:8][CH:9]=[CH:10][C:11]=3[F:12])[CH2:2][Cl:1])=[CH:34][CH:35]=2)=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 13757854HCID 13757854, compoundHCID 53744783HCID 53744783, compound

Product 1

HCID 15452319HCID 15452319, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 1 g (4.59 mmol) N-(chloroethenyl)-2,6-difluorobenzamide in 2 mL of dichloromethane was added to 4 mL of concentrated sulfuric acid at 0° C. A portion of 1 g (3.89 mmol) of S-[1,1'-biphenyl]-4-yl dimethylcarbamothioate was added to the mixture and the mixture was stirred at 0° C. for 2 h. The mixture was stored in the refrigerator overnight. The mixture was poured into water (100 mL) and the mixture was filtered. The solid was washed with water (100 mL) and was dried overnight in vacuo at 70° C. to give the crude product 1.52 g (84% yield) as solid.

Workup

  1. customwas stored in the refrigerator overnight
  2. filtrationthe mixture was filtered
  3. washThe solid was washed with water (100 mL)
  4. customwas dried overnight in vacuo at 70° C.

Sources & evidence

ORD record
ord-e287456b1a734474b09bd8ad72b74e31
Source dataset
uspto-grants-2000_05
Patent number
US06063932

Reaction notes

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