Isopropanol → HCID 13051703, compound

HRID 223139Notes

Reaction equation

HRID 223139 reaction equation
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.[CH2:15]([SH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)(C)C.[OH-].[K+]>C(O)C>[CH2:15]([S:22][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 7509Benzyl mercaptanHCID 14797Potassium HydroxideHCID 13051702HCID 13051702, compound

Product 1

HCID 13051703HCID 13051703, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 0.52 g. (2.5 mmole) of 7-chloro-8-nitroisoquinoline and 0.317 g. (2.56 mmole) of benzyl mercaptan in 5 ml. of degassed isopropanol under argon at 0° C. was treated with 0.16 g. (2.5 mmole) of 86% KOH in 2 ml. of ethanol dropwise over fifteen minutes. The mixture was stirred for one hour at 25° C. and filtered. The collected product was washed with water and ethanol and then dried to yield 7-benzylthio-8-nitroisoquinoline having a melting point of 151°-153° C.

Workup

  1. additionA mixture of 0.52 g
  2. filtrationfiltered
  3. washThe collected product was washed with water and ethanol
  4. customdried

Sources & evidence

ORD record
ord-e14ca85212da4f05b97267bf05f29a5a
Source dataset
uspto-grants-1982_10
Patent number
US04352809

Reaction notes

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