2-Aminothiophenol → HCID 20566346, compound

HRID 848180Notes

Reaction equation

HRID 848180 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[Na].Cl[CH2:11][C:12]1[N:16]=[C:15]([CH2:17]Cl)[O:14][N:13]=1>C(O)C>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:11][C:12]1[N:16]=[C:15]([CH2:17][S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH2:1])[O:14][N:13]=1

Participants

5

Reactant 3

HCID 87132-AminothiophenolHCID 5360545SodiumHCID 64512061,2,4-Oxadiazole, 3,5-bis(chloromethyl)-

Product 1

HCID 20566346HCID 20566346, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Aminobenzenethiol (5.0 g, 0.04 mol) was dissolved in a solution of sodium (0.92 g, 0.04 mol) in ethanol (50 ml) and 3,5-di(chloromethyl)-1,2,4-oxadiazole (3.3 g, 0.02 mol) was added. After filtration of the mixture, the filtrate was collected and the solvent removed to yield the crude product which on re-crystallisation from isopropanol gave 3,5,-di-(2-aminophenylthiomethyl)-1,2,4-oxadiazole, m.p. 68°.

Workup

  1. additionwas added
  2. filtrationAfter filtration of the mixture
  3. customthe filtrate was collected
  4. customthe solvent removed
  5. customto yield the crude product which
  6. customon re-crystallisation from isopropanol

Sources & evidence

ORD record
ord-5a924ee670364408a20f4cc11a37d940
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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