Diphenyl disulfide → HCID 12851840, compound

HRID 1156892Notes

Reaction equation

HRID 1156892 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]#[N:22])[C:14]=3[CH2:13][CH2:12][N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C1(SSC2C=CC=CC=2)C=CC=CC=1>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]#[N:22])[C:14]=3[CH:13]=[CH:12][N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 13436Diphenyl disulfideHCID 12851824HCID 12851824, compound

Product 1

HCID 12851840HCID 12851840, compound

Procedure

Six (6) grams of 1-(4-nitrophenyl)-3,4-dihydroisoquinoline-5-acetonitrile and 5 g of diphenyl disulfide were reacted for 6 hours over an oil bath at 165° C. After the reaction, the reaction mixture was extracted with chloroform, chromatographed, and recrystallized from acetone-n-hexane to afford 2.5 g of 1-(4-nitrophenyl)-isoquinoline-5-acetonitrile having a melting point of 218.9° to 219.3° C.

Workup

  1. customAfter the reaction
  2. extractionthe reaction mixture was extracted with chloroform
  3. customchromatographed
  4. customrecrystallized from acetone-n-hexane

Sources & evidence

ORD record
ord-4567c8d050c34b939eae21c227f99cb6
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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