Triethylamine → HCID 12526287, compound

HRID 1833820Notes

Reaction equation

HRID 1833820 reaction equation
C(N(CC)CC)C.[OH:8][C:9]1[N:13]=[C:12]([N:14]([CH3:16])[CH3:15])[S:11][N:10]=1.[CH3:17][N:18]=[C:19]=[O:20]>C(Cl)(Cl)Cl>[CH3:17][NH:18][C:19]([N:10]1[C:9](=[O:8])[N:13]=[C:12]([N:14]([CH3:16])[CH3:15])[S:11]1)=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 178483103HCID 178483103, compound

Product 1

HCID 12526287HCID 12526287, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
20 °C

Procedure

0.53 ml of triethylamine were added to a solution of 18 g of 3-hydroxy-5-dimethylamino-1,2,4-thiadiazole in 150 ml of chloroform and 11.5 g of methyl isocyanate were added thereto in small fractions. The mixture was stirred for 30 minutes at 20° C and was filtered and the filtrate was evaporated to dryness. The residue was crystallized from ethyl acetate to obtain 18.5 g of 2-(N-methylcarbamoyl)-5-dimethylamino-1,2,4-thiadiazole-3-one melting at 164° C.

Workup

  1. additionwere added
  2. filtrationwas filtered
  3. customthe filtrate was evaporated to dryness
  4. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-54d958e96beb4f61a0e7202d0056798e
Source dataset
uspto-grants-1978_01
Patent number
US04067720

Reaction notes

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