Chloroacetyl chloride → HCID 12392971, compound

HRID 267928Notes

Reaction equation

HRID 267928 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]([CH:18]([CH3:20])[CH3:19])[C:10](=[O:21])[NH:9]2)=[CH:4][CH:3]=1.[Cl:22][CH2:23][C:24](Cl)=[O:25].C(N(CC)CC)C>>[CH:18]([CH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:24](=[O:25])[CH2:23][Cl:22])=[CH:7][CH:6]=2)[NH:9][C:10]1=[O:21])([CH3:19])[CH3:20]

Participants

4

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 1000063(2H)-Isoquinolinone, 1,4-dihydro-1-(4-aminophenyl)-4-(1-methylethyl)-

Product 1

HCID 12392971HCID 12392971, compound

Procedure

10.0 g. (0.0357 moles) of 1-(4'-aminophenyl)-1,4-dihydro-4-isopropyl-3(2H)-isoquinolinone are reacted, in 150 ml. of glacial acid, with 5.07 g. (0.045 moles) of chloroacetyl chloride in the presence of 4.55 g. (0.045 moles) of triethylamine. The reaction conditions are the same as given in Example 1. The crude product is recrystallized from butanol to yield 9.95 g. of the title compound; m.p.: 269°-270°C.

Workup

  1. customThe reaction conditions
  2. customThe crude product is recrystallized from butanol
  3. customto yield 9.95 g

Sources & evidence

ORD record
ord-e11e5437c56d4958891512c6adfc9e0a
Source dataset
uspto-grants-1976_03
Patent number
US03946018

Reaction notes

Loading…