Chloroacetyl chloride → HCID 12777162, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:15][CH2:16][C:17](Cl)=[O:18]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]([C:17](=[O:18])[CH2:16][Cl:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
N-(3-Chlorophenyl)aniline (25.1 g, 0.123 mole) and chloroacetyl chloride (19.6 ml, 0.246 mole) were refluxed in toluene (100 ml) for 4 hours, then stripped of toluene and excess acid chloride in vacuo to yield an oil which crystallized on scratching. Recrystallization from ethanol/H2O gave purified title product, 32.6 g, m.p. 94°-96.5°.
Workup
- customto yield an oil which
- customcrystallized
- customRecrystallization from ethanol/H2O
- customgave
- custompurified title product, 32.6 g, m.p. 94°-96.5°
Sources & evidence
- ORD record
- ord-d1e150e388294a3d9eb4593cd36b60a9
- Source dataset
- uspto-grants-1990_12
- Patent number
- US04977178
Reaction notes
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