Thionyl Chloride → HCID 18468755, compound

HRID 2229593Notes

Reaction equation

HRID 2229593 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 00 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. temperatureand the 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-a444e3fe8fd945e6a440bbc28c0a496b
Source dataset
uspto-grants-2002_07
Patent number
US06420438B1

Reaction notes

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