Cyclohexanecarbonyl chloride → HCID 13423464, compound

HRID 2164451Notes

Reaction equation

HRID 2164451 reaction equation
[NH2:1][C:2]1[O:3][N:4]=[C:5]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]2[CH3:14].[CH:15]1([C:21](Cl)=[O:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>N1C=CC=CC=1>[CH:15]1([C:21]([NH:1][C:2]2[O:3][N:4]=[C:5]3[C:10]=2[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]3[CH3:14])=[O:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 75938Cyclohexanecarbonyl chlorideHCID 126779883-Amino-5,7-dimethyl[1,2]oxazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

Product 1

HCID 13423464HCID 13423464, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 17.5 g of 3-amino-5,7-dimethylisoxazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione in 350 ml of pyridine, 26.2 g of cyclohexanecarbonyl chloride was added and the mixture was heated at 50° C. for 3 hours. The mixture was evaporated to dryness under reduced pressure and 200 ml of methanol was added to the residue. The resultant crystals were recrystallized twice from chloroform-methanol to afford 15.7 g of colorless needles, m.p. 210°-212° C.

Workup

  1. customThe mixture was evaporated to dryness under reduced pressure and 200 ml of methanol
  2. additionwas added to the residue
  3. customThe resultant crystals were recrystallized twice from chloroform-methanol

Sources & evidence

ORD record
ord-46a4e32957ff44e59b2294eff29dfaee
Source dataset
uspto-grants-1985_03
Patent number
US04504662

Reaction notes

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