1,3,4-Thiadiazol-2-amine → HCID 13002953, compound

HRID 1156404Notes

Reaction equation

HRID 1156404 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1.[Cl:7][CH2:8][CH2:9][NH:10][C:11](N[N+]([O-])=O)=[O:12].C(=O)([O-])O.[Na+]>C(O)C>[Cl:7][CH2:8][CH2:9][NH:10][C:11](=[O:12])[NH:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 199091,3,4-Thiadiazol-2-amineHCID 516892Sodium BicarbonateHCID 20536095HCID 20536095, compound

Product 1

HCID 13002953HCID 13002953, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ten grams of 2-amino-1,3,4-thiadiazole, 16.6 g of 1-(2-chloroethyl)-3-nitrourea and 84 g of sodium hydrogencarbonate were stirred in 100 ml of diluted ethanol at a temperature of 80° C. for 2 hours. While being still hot after the reaction, the precipitated inorganic matters were removed by filtration, and the filtrate was cooled. The precipitated crystals were collected by filtration and washed with water, to obtain 14.7 g (Yield 71%) of 2-{3-(2-chloroethyl)ureido}-1,3,4-thiadiazole. The product was then treated in the same manner as in Example 1 (2), to obtain 2-{3-(2-chloroethyl)-3-nitrosoureido}-1,3,4-thiadiazole.

Workup

  1. customafter the reaction
  2. customthe precipitated inorganic matters were removed by filtration
  3. temperaturethe filtrate was cooled
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-a95e07fce2f24b25a51c4996fb4aae03
Source dataset
uspto-grants-1982_06
Patent number
US04335247

Reaction notes

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