Methyl Isocyanate → HCID 21404045, compound

HRID 1605868Notes

Reaction equation

HRID 1605868 reaction equation
[CH3:1][C:2]1[S:6][C:5]([N:7]2[CH:12]([OH:13])[CH2:11][CH2:10][N:9]([CH3:14])[C:8]2=[O:15])=[N:4][N:3]=1.[CH3:16][N:17]=[C:18]=[O:19]>C(N(CC)CC)C>[CH3:1][C:2]1[S:6][C:5]([N:7]2[CH:12]([O:13][C:18](=[O:19])[NH:17][CH3:16])[CH2:11][CH2:10][N:9]([CH3:14])[C:8]2=[O:15])=[N:4][N:3]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 21400085Tetrahydro-1-(5-methyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone

Product 1

HCID 21404045HCID 21404045, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Procedure

Tetrahydro-1-(5-methyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone (0.05 mole) and methyl isocyanate (3.5 ml; 0.06 mole) are charged into a glass reaction vessel equipped with a mechanical stirrer. The mixture is stirred and triethylamine (1 drop) is added thereto. After the addition is completed the reaction mixture is allowed to stand for a period of about 1 hour. The mixture is then washed with hexane and is dried to yield the desired product tetrahydro-1-(5-methyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-(N-methylcarbamoyloxy)-2(1H)-pyrimidinone.

Workup

  1. customequipped with a mechanical stirrer
  2. additionAfter the addition
  3. washThe mixture is then washed with hexane
  4. customis dried

Sources & evidence

ORD record
ord-63618b49227b41e09a6f2fdad7609576
Source dataset
uspto-grants-1976_04
Patent number
US03951976

Reaction notes

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