Phosphorus oxychloride → HCID 21567179, compound

HRID 1579133Notes

Reaction equation

HRID 1579133 reaction equation
[CH3:1][C:2]1[N+:3]([O-])=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:7][CH:6]=2.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:4]1[C:5]2[C:10](=[C:9]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:7][CH:6]=2)[CH:11]=[C:2]([CH3:1])[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 21567200HCID 21567200, compound

Product 1

HCID 21567179HCID 21567179, compound

Conditions

Temperature
20 °C

Procedure

3-methyl-5-nitro-isoquinoline-2-oxide (12 g) was added to phosphorus oxychloride (60 ml) and the mixture was refluxed with stirring for 1 hour, and then allowed to cool to room temperature (20°C). The reaction mixture was then poured onto ice, and the crude product, weighing 6.2 g, was isolated by filtration. This product was then recrystallized twice from acetone to yield 1-chloro-3-methyl-5-nitro-isoquinoline melting at 112°C.

Workup

  1. temperaturethe mixture was refluxed
  2. additionThe reaction mixture was then poured onto ice
  3. customwas isolated by filtration
  4. customThis product was then recrystallized twice from acetone

Sources & evidence

ORD record
ord-6197c85011554907ab5d80ab7a72fec6
Source dataset
uspto-grants-1976_01
Patent number
US03930837

Reaction notes

Loading…