Water → HCID 19899252, compound

HRID 1494433Notes

Reaction equation

HRID 1494433 reaction equation
[CH2:1]([C:3]1[CH:9]=[C:8]([N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[O:12])[CH:7]=[C:6]([CH2:19][CH3:20])[C:4]=1[NH2:5])[CH3:2].[C:21](Cl)(Cl)=[S:22].O.C(=O)([O-])[O-].[Ca+2]>ClCCl>[CH2:19]([C:6]1[CH:7]=[C:8]([N:10]([CH:11]=[O:12])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[C:3]([CH2:1][CH3:2])[C:4]=1[N:5]=[C:21]=[S:22])[CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 19899250HCID 19899250, compound

Product 1

HCID 19899252HCID 19899252, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

With stirring, a solution of 24.0 g of 2,6-diethyl-4-(N-phenyl-N-formylamino)aniline in 80 ml of dichloromethane are added dropwise at 0° to 10° C. to 13.4 g of thiophosgene, 100 ml of dichloromethane, 60 ml of water and 19 g of calcium carbonate. The reaction mixture is stirred for 2 hours at room temperature and then filtered. The organic phase is separated, washed with 50 ml of water, dried over sodium sulfate and then concentrated by evaporation. The title compound of formula ##STR15## is obtained in the form of a crystalline powder which melts at 77°-78° C.

Workup

  1. stirringThe reaction mixture is stirred for 2 hours at room temperature
  2. filtrationfiltered
  3. customThe organic phase is separated
  4. washwashed with 50 ml of water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-8af37265c7764b1fb8602e049c90302f
Source dataset
uspto-grants-1991_06
Patent number
US05026730

Reaction notes

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