Thionyl Chloride → HCID 20063341, compound

HRID 1084456Notes

Reaction equation

HRID 1084456 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]([C:18](O)=[O:19])=[C:16]([CH:21]([CH3:23])[CH3:22])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:24])=[CH:4][CH:3]=1.S(Cl)([Cl:27])=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]([C:18]([Cl:27])=[O:19])=[C:16]([CH:21]([CH3:23])[CH3:22])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:24])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20063357HCID 20063357, compound

Product 1

HCID 20063341HCID 20063341, compound

Procedure

A mixture of 2-(4-fluorophenyl)-4-isopropyl-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid (19.9 g) and thionyl chloride (213 ml) was refluxed for 90 minutes. Excess thionyl chloride was removed in vacuo to give crude 2-(4-fluorophenyl)-4-isopropyl-1-oxo-1,2-dihydroisoquinoline-3-carbonyl chloride (21 g) in the form of a grey/green solid, m.p. 113°-115° C. [Elemental analysis: C, 66.2; H, 4.49; N, 4.06; Cl, 10.8%; calculated: C, 66.4; H, 4.40; N, 4.07; Cl, 10.3%].

Workup

  1. temperaturewas refluxed for 90 minutes
  2. customExcess thionyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-2f38581c22a743b2b1b93bd2fb0ebfd5
Source dataset
uspto-grants-1991_04
Patent number
US05004747

Reaction notes

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