1-isocyanato-2,4-dimethylbenzene → HCID 21404009, compound

HRID 972418Notes

Reaction equation

HRID 972418 reaction equation
[C:1]([C:5]1[S:9][C:8]([N:10]2[CH:15]([OH:16])[CH2:14][CH2:13][N:12]([CH3:17])[C:11]2=[O:18])=[N:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:19][C:20]1[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][C:21]=1[N:27]=[C:28]=[O:29]>C(N(CC)CC)C>[C:1]([C:5]1[S:9][C:8]([N:10]2[CH:15]([O:16][C:28](=[O:29])[NH:27][C:21]3[CH:22]=[CH:23][C:24]([CH3:26])=[CH:25][C:20]=3[CH3:19])[CH2:14][CH2:13][N:12]([CH3:17])[C:11]2=[O:18])=[N:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 52075851-isocyanato-2,4-dimethylbenzeneHCID 21400082tetrahydro-1-(5-t-butyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone

Product 1

HCID 21404009HCID 21404009, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Procedure

Tetrahydro-1-(5-t-butyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone (0.05 mole) and 2,4-dimethylphenyl 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-t-butyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-[N-(2,4-dimethylphenyl)carbamoyloxy]-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-8d482fbc8cfc4291929cf12ce4c237f6
Source dataset
uspto-grants-1977_10
Patent number
US04053298

Reaction notes

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