Dichloromethane → HCID 19779551, compound

HRID 2082098Notes

Reaction equation

HRID 2082098 reaction equation
[C:1](Cl)(Cl)=[S:2].C(=O)([O-])[O-].[Ca+2].ClCCl.[CH2:13]([C:15]1[CH:21]=[C:20]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[C:18]([CH2:29][CH3:30])[C:16]=1[NH2:17])[CH3:14]>ClC(Cl)C.O>[CH2:13]([C:15]1[CH:21]=[C:20]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[C:18]([CH2:29][CH3:30])[C:16]=1[N:17]=[C:1]=[S:2])[CH3:14]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 14648913HCID 14648913, compound

Product 1

HCID 19779551HCID 19779551, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 63651,1-DichloroethaneSolvent

Procedure

34.0 g of thiophosgene, 54.8 g of calcium carbonate and 460 ml of dichloromethane are stirred with 230 ml of water. A solution of 59.3 g of 2,6-diethyl-4-benzylaniline in 200 ml of dichloroethane is stirred dropwise into this mixture at room temperature. The reaction mixture is stirred for 2 hours under reflux and, after cooling, is filtered over diatomaceous earth. The organic phase is separated from the filtrate, dried over sodium sulfate and freed of the solvent to give the title compound of formula ##STR14## in the form of a yellow oil which is used without further purification for the next reaction.

Workup

  1. temperatureunder reflux
  2. temperatureafter cooling
  3. filtrationis filtered over diatomaceous earth
  4. customThe organic phase is separated from the filtrate
  5. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-692db945d514437d9e96a23830cdc376
Source dataset
uspto-grants-1993_02
Patent number
US05187197

Reaction notes

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