Dichloromethane → HCID 13363448, compound

HRID 1763394Notes

Reaction equation

HRID 1763394 reaction equation
[CH3:1][N:2]([S:6]Cl)[C:3]([Cl:5])=[O:4].[CH2:8]([Cl:12])[C:9](=[CH2:11])[CH3:10].C(Cl)[Cl:14]>>[CH3:1][N:2]([S:6][C:9]([CH3:10])([CH2:11][Cl:14])[CH2:8][Cl:12])[C:3]([Cl:5])=[O:4]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 112413-Chloro-2-methyl-1-propeneHCID 20437446HCID 20437446, compound

Product 1

HCID 13363448HCID 13363448, compound

Procedure

To a solution of 16.0g of N-methyl-N-chlorosulfenyl carbamoyl chloride in 100 ml of methylene chloride was added 12.0g of methallyl chloride with stirring, at room temperature. On slight heating there was a spontaneous exotherm which raised the temperature of the reaction mixture to 39° C. On removal of the solvent under reduced pressure 19.6g of oil was obtained. nD25 1.5379. Infra-red (neat) 5.76 (C=O), 8.0, 8.65, 9.8, 11.8, 12.25, 13.45 and 14.0μ. NMR(CDCl3) δ 1.41 (s), 3H; 3.48 (s), 3H; 3.87 (d). JAB = 12.0 HZ and 3.97 (d), JBA = 12.0 HZ 4H. Calc'd. for C6H10Cl3NOS: C, 28.76; H, 4.02; N, 5.59. Found: C, 28.87; H, 3.87; N, 4.72.

Workup

  1. temperatureOn slight heating there
  2. temperatureraised the temperature of the reaction mixture to 39° C
  3. customOn removal of the solvent under reduced pressure 19.6g of oil
  4. customwas obtained

Sources & evidence

ORD record
ord-f5c8ed6ac1b54c338d659b2c868629b4
Source dataset
uspto-grants-1978_09
Patent number
US04111989

Reaction notes

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