Isocyanatocyclopropane → HCID 21400110, compound

HRID 972391Notes

Reaction equation

HRID 972391 reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]2[CH:13]([OH:14])[CH2:12][CH2:11][N:10]([CH2:15][CH3:16])[C:9]2=[O:17])=[N:5][N:4]=1.[CH:18]1([N:21]=[C:22]=[O:23])[CH2:20][CH2:19]1>C(N(CC)CC)C>[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]2[CH:13]([OH:14])[CH2:12][CH2:11][N:10]([CH2:15][CH3:16])[C:9]2=[O:17])=[N:5][N:4]=1.[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]2[CH:13]([O:14][C:22](=[O:23])[NH:21][CH:18]3[CH2:20][CH2:19]3)[CH2:12][CH2:11][N:10]([CH2:15][CH3:16])[C:9]2=[O:17])=[N:5][N:4]=1

Participants

5

Reactant 2

HCID 637659IsocyanatocyclopropaneHCID 21400110HCID 21400110, compound

Product 2

HCID 21400110HCID 21400110, compoundHCID 21404016HCID 21404016, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Procedure

Tetrahydro-1-(5-methoxy-1,3,4-thiadiazol-2-yl)-3-ethyl-6-hydroxy-2(1H)-pyrimidinone (0.05 mole) and cyclopropyl isocyanate (3.5 ml; 0.07 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-methoxy-1,3,4-thiadiazol-2-yl)-3-ethyl-6-(N-cyclopropylcarbamoyloxy)-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-f267976dd3d34198a3707b5a4af4113a
Source dataset
uspto-grants-1977_10
Patent number
US04053298

Reaction notes

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