Sulfuric Acid → HCID 178474711, compound

HRID 1395781Notes

Reaction equation

HRID 1395781 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]([NH:9][NH:10][C:11]([S-:13])=[S:12])=O)(=[O:3])[CH3:2].[K+].S(=O)(=O)(O)O.[OH-].[Na+]>>[C:1]([NH:4][CH2:5][CH2:6][C:7]1[S:12][C:11]([SH:13])=[N:10][N:9]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 23686814HCID 23686814, compound

Product 1

HCID 178474711HCID 178474711, compoundYield 78.8%

Procedure

Potassium 3-(N-acetyl-β-alanyl)dithiocarbazate (8.15 g) was added bit by bit to concd. sulfuric acid (50 ml) at 5° to 10° C. The mixture was stirred for 30 minutes at the same temperature. The reaction mixture was poured into ice-water (c.a. 300 ml) and adjusted to pH around 6 with 20% sodium hydroxide, and then extracted seven times with ethyl acetate (each 300 ml). The extract was dried and the solvent was distilled off under reduced pressure to give 5-(2-acetamidoethyl)-1,3,4-thiadiazole-2-thiol (5.03 g) having m.p. 157° to 160° C.

Workup

  1. customat 5° to 10° C
  2. extractionextracted seven times with ethyl acetate (each 300 ml)
  3. customThe extract was dried
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0834d166b1164580807aca2ac9c7544c
Source dataset
uspto-grants-1980_05
Patent number
US04205166

Reaction notes

Loading…