Thionyl Chloride → HCID 18468755, compound

HRID 1384899Notes

Reaction equation

HRID 1384899 reaction equation
O[C:2]([C:4](F)(F)F)=O.[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]([OH:21])=[O:20])[CH:17]=2)[CH:12]=[CH:11][N:10]=1.S(Cl)([Cl:24])=O>C(O)C>[ClH:24].[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]([O:21][CH2:2][CH3:4])=[O:20])[CH:17]=2)[CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 69950432HCID 69950432, compound

Product 1

HCID 18468755HCID 18468755, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 1-aminoisoquinoline-7-carboxylic acid TFA salt (6 g, 20 mmol) in anhydrous ethanol (150 mL) was added thionyl chloride (7.7 mL, 10 eq.) slowly at 0° C. and the reaction mixture was then refluxed for 5 hours. The volatiles were removed under vacuo and the resultant solid treated with diethyl ether and filtered to give the title compound as a brown solid.

Workup

  1. temperaturethe reaction mixture was then refluxed for 5 hours
  2. customThe volatiles were removed under vacuo
  3. additionthe resultant solid treated with diethyl ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-4cc722e5de9d4abcbe87be0baca279ee
Source dataset
uspto-grants-2001_07
Patent number
US06262069B1

Reaction notes

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