2-acetamido-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole → 2-amino-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole

HRID 127139Notes

Reaction equation

HRID 127139 reaction equation
C([NH:4][C:5]1[S:6][C:7]([S:10]([NH:13][CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16])(=[O:12])=[O:11])=[N:8][N:9]=1)(=O)C>Cl>[NH2:4][C:5]1[S:6][C:7]([S:10]([NH:13][CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16])(=[O:11])=[O:12])=[N:8][N:9]=1

Participants

3

Reactant 1

HCID 202860992-acetamido-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole

Product 1

HCID 202861092-amino-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-Acetamido-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole (0.1 mole), and concentrated hydrochloric acid (500 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer, thermometer and reflux condenser. The mixture is refluxed for a period of about 2 hours, it is then cooled to room temperature, filtered and solvent removed from the filtrate by use of a rotary evaporator. The solid residue is washed with, 10% aqueous sodium carbonate, air dried and then crystallized from isopropanol to yield the desired product 2-amino-5-[N-(1-ethylpropyl)aminosulfonyl]-1,3,4-thiadiazole.

Workup

  1. customfitted with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe mixture is refluxed for a period of about 2 hours
  4. filtrationfiltered
  5. customsolvent removed from the filtrate by use of a rotary evaporator
  6. washThe solid residue is washed with, 10% aqueous sodium carbonate, air
  7. customdried
  8. customcrystallized from isopropanol

Sources & evidence

ORD record
ord-e76b1a71f6a04431a062e9e5bb58d219
Source dataset
uspto-grants-1981_03
Patent number
US04255182

Reaction notes

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