Water → HCID 22160913, compound

HRID 1089345Notes

Reaction equation

HRID 1089345 reaction equation
[CH:1]1([C:7]2[CH:13]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:11]=[C:10]([CH:21]([CH3:23])[CH3:22])[C:8]=2[NH2:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:24](Cl)(Cl)=[S:25].O.C(=O)([O-])[O-].[Ca+2]>ClCCl>[CH:1]1([C:7]2[CH:13]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:11]=[C:10]([CH:21]([CH3:23])[CH3:22])[C:8]=2[N:9]=[C:24]=[S:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 962WaterHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 22160911HCID 22160911, compound

Product 1

HCID 22160913HCID 22160913, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 7.0 g of 2-cyclohexyl-4-phenoxy-6-isopropylaniline in 20 ml of dichloromethane is added dropwise, with efficient stirring, to 3.1 g of thiophosgene, 40 ml of dichloromethane, 20 ml of water and 5.0 g of ground calcium carbonate. The reaction mixture is stirred for 5 hours under reflux, then cooled and filtered over kieselguhr. The organic phase is separated, washed with water, dried over sodium sulfate and the solvent is removed under vacuum. The title compound of formula ##STR10## is obtained in the form of yellow crystals which melt at 58°-60° C.

Workup

  1. temperatureunder reflux
  2. temperaturecooled
  3. filtrationfiltered over kieselguhr
  4. customThe organic phase is separated
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-c8204f3db5354dcfa6666c2a2ccdcbb5
Source dataset
uspto-grants-1990_10
Patent number
US04965389

Reaction notes

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