Chloroacetyl chloride → HCID 12392969, compound

HRID 267927Notes

Reaction equation

HRID 267927 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([CH3:18])[C:10](=[O:19])[NH:9]2)=[CH:4][CH:3]=1.[Cl:20][CH2:21][C:22](Cl)=[O:23].C(N(CC)CC)C>C(O)(=O)C>[Cl:20][CH2:21][C:22]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([CH3:18])[C:10](=[O:19])[NH:9]2)=[CH:6][CH:7]=1)=[O:23]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 304143354087-55-7

Product 1

HCID 12392969HCID 12392969, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

9.75 g. (0.0386 moles) of 1-(4'-aminophenyl)-1,4-dihydro-4-methyl-3(2H)-isoquinolinone are reacted, in 80 ml. of glacial acetic acid, with 5.64 g. (0.05 moles) of chloroacetyl chloride, in the presence of 5.06 g. (0.05 moles) of triethylamine. The reaction conditions are the same as described in Example 1. The crude product is recrystallized from butanol to yield 4.9 g. of the title compound; m.p. 238°-239°C.

Workup

  1. customThe reaction conditions
  2. customThe crude product is recrystallized from butanol
  3. customto yield 4.9 g

Sources & evidence

ORD record
ord-42aadd749865420ab893f47c58fab093
Source dataset
uspto-grants-1976_03
Patent number
US03946018

Reaction notes

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