Water → HCID 21873086, compound

HRID 614862Notes

Reaction equation

HRID 614862 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[Cl:6][C:7]([Cl:20])([Cl:19])[CH:8]([NH2:18])[NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C.O>CC(C)=O>[Cl:6][C:7]([Cl:19])([Cl:20])[CH:8]([NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[NH:18][C:3](=[O:4])[CH2:2][Cl:1]

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 18770754HCID 18770754, compound

Product 1

HCID 21873086HCID 21873086, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Chloroacetyl chloride (79g) in acetone (100 ml) was added dropwise to a solution of 1,1,1-trichloro-2-amino-2-(benzamido)ethane (170g) in acetone (500 ml) containing triethylamine (64.2g). The mixture was stirred for 2 hours. The reaction mixture was poured into water (750 ml). The solid was collected, washed with water and dried (195g). Recrystallisation from nitromethane (or dioxane) gave pure 1,1,1-trichloro-2-benzamido-2-(chloroacetamido)ethane (156g, m.p. 210°-213°)

Workup

  1. customThe solid was collected
  2. washwashed with water
  3. dry with materialdried (195g)
  4. customRecrystallisation from nitromethane (or dioxane)

Sources & evidence

ORD record
ord-594cd4eb6c9545da9318fd8d194ac393
Source dataset
uspto-grants-1979_03
Patent number
US04146646

Reaction notes

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