Dichloromethane → HCID 19779548, compound

HRID 2082099Notes

Reaction equation

HRID 2082099 reaction equation
[C:1](Cl)(Cl)=[S:2].C(=O)([O-])[O-].[Ca+2].ClCCl.[CH:13]([C:17]1[CH:23]=[C:22]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:21]=[C:20]([CH:31]([CH2:33][CH3:34])[CH3:32])[C:18]=1[NH2:19])([CH2:15][CH3:16])[CH3:14]>ClC(Cl)C.O>[CH:31]([C:20]1[CH:21]=[C:22]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[C:17]([CH:13]([CH2:15][CH3:16])[CH3:14])[C:18]=1[N:19]=[C:1]=[S:2])([CH2:33][CH3:34])[CH3:32]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 19779547HCID 19779547, compound

Product 1

HCID 19779548HCID 19779548, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 63651,1-DichloroethaneSolvent

Procedure

14.3 g of thiophosgene, 23.0 g of calcium carbonate and 460 ml of dichloromethane are stirred with 230 ml of water. A solution of 30.8 g of 2,6-di-sec-butyl-4-benzylaniline in 200 ml of dichloroethane is stirred dropwise into this mixture at room temperature. The reaction mixture is stirred for two 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 ##STR15## 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-6be2ebe991e0468cadacac746a8b24ef
Source dataset
uspto-grants-1993_02
Patent number
US05187197

Reaction notes

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