Sodium Hydroxide → HCID 20551392, compound

HRID 903568Notes

Reaction equation

HRID 903568 reaction equation
[Cl:1][C:2]1[C:3]([S:12]C(=O)N(C)C)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.[OH-].[Na+]>CO>[Cl:1][C:2]1[C:3]([SH:12])=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23336567HCID 23336567, compound

Product 1

HCID 20551392HCID 20551392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution (213 g., 0.08 m.) of 8-chloro-7-dimethylcarbamoylthioisoquinoline in 750 ml of methanol was slowly added 77 ml. of 10% aqueous sodium hydroxide under a nitrogen atmosphere. The resulting solution is refluxed 1.5 hours, cooled, concentrated at reduced pressure, diluted with 90 ml. of water and adjusted to pH 6-7 with glacial acetic acid. The resulting precipitate was collected by filtration, washed with cold water and dried to yield 8-chloro-7-mercaptoisoquinoline, m.p. 118°-122° C.

Workup

  1. temperatureThe resulting solution is refluxed 1.5 hours
  2. temperaturecooled
  3. concentrationconcentrated at reduced pressure
  4. additiondiluted with 90 ml
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with cold water
  7. customdried

Sources & evidence

ORD record
ord-1f92275795934a8eb9afea57b0894ede
Source dataset
uspto-grants-1980_10
Patent number
US04228170

Reaction notes

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