Carbon Disulfide → HCID 178527838, compound

HRID 972367Notes

Reaction equation

HRID 972367 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[N:8][OH:9])[NH2:7])=[CH:4][CH:3]=1.[C:12](=S)=[S:13].C(N(CC)CC)C>N1C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[N:7]=[C:12]([SH:13])[O:9][N:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 2246504-chloro-N'-hydroxybenzenecarboximidamide

Product 1

HCID 178527838HCID 178527838, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of p-chlorobenzamidoxime (170 parts), carbon disulphide (76 parts), triethylamine (101 parts) and pyridine (170 parts) was heated at 70° C. for three days. The solution was evaporated to dryness and the residue washed with 3-normal hydrochloric acid and recrystallised from benzene to give 3-(p-chlorophenyl)-5-mercapto-1,2,4-oxadiazole (130 parts, 61% yield), melting point 145°-147° C.

Workup

  1. customThe solution was evaporated to dryness
  2. washthe residue washed with 3-normal hydrochloric acid
  3. customrecrystallised from benzene

Sources & evidence

ORD record
ord-0e92855a059c4f208adce0202676249e
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

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