Butanethiol → HCID 53684301, compound

HRID 1448039Notes

Reaction equation

HRID 1448039 reaction equation
[Na].[CH2:2]([SH:6])[CH2:3][CH2:4][CH3:5].[CH3:7][C:8]1([CH3:25])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[N:10]([CH2:19][CH2:20][CH2:21][CH2:22]Cl)[C:9]1=[O:24]>C(O)C>[CH3:7][C:8]1([CH3:25])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[N:10]([CH2:19][CH2:20][CH2:21][CH2:22][S:6][CH2:2][CH2:3][CH2:4][CH3:5])[C:9]1=[O:24]

Participants

5

Reactant 3

HCID 8012ButanethiolHCID 5360545SodiumHCID 20381223HCID 20381223, compound

Product 1

HCID 53684301HCID 53684301, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 gm of sodium was dissolved in 100 ml of ethanol, 3.7 gm of n-butylmercaptan were added dropwise to the solution, and a solution of 12 gm of 4,4-dimethyl-2-(4-chloro butyl)-2H,4H-isoquinoline-1,3-dione was slowly added. After refluxing the mixture for 3 hours, the precipitate was filtered off, the filtrate was evaporated, the residue was poured into ice water, and the aqueous mixture was acidified and extracted with chloroform. The chloroform phases were evaporated, whereby an oily crude product was obtained (13.0 gm, 98% of theory), which was purified by chromatography on silicagel (eluant: chloroform).

Workup

  1. temperatureAfter refluxing the mixture for 3 hours
  2. filtrationthe precipitate was filtered off
  3. customthe filtrate was evaporated
  4. additionthe residue was poured into ice water
  5. extractionextracted with chloroform
  6. customThe chloroform phases were evaporated

Sources & evidence

ORD record
ord-9afe721882504ad69f40e9460057c32e
Source dataset
uspto-grants-1979_12
Patent number
US04179508

Reaction notes

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