Ammonia → 7-amino-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1199104Notes

Reaction equation

HRID 1199104 reaction equation
Cl[C:2]1[N:3]=[C:4]2[S:14][C:13]([CH2:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[N:12][N:5]2[C:6](=[O:11])[C:7]=1[N+:8]([O-:10])=[O:9].[NH3:23]>C(O)C>[NH2:23][C:2]1[N:3]=[C:4]2[S:14][C:13]([CH2:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[N:12][N:5]2[C:6](=[O:11])[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 103153767-chloro-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Product 1

HCID 100875627-amino-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 100 ml of ethanol was suspended 9.59 g of 7-chloro-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one, and 7 ml of concentrated aqueous ammonia was added thereto at room temperature while stirring. The stirring was continued for 5.5 hours. The precipitate formed was collected by filtration and washed successively with ethanol and diethyl ether to obtain 7.05 g of 7-amino-2-(2-cyclohexylethyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one as a pale yellow crystal.

Workup

  1. additionwas added
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. washwashed successively with ethanol and diethyl ether

Sources & evidence

ORD record
ord-32492e2cc2574e199a0a767297e21d7d
Source dataset
uspto-grants-1990_02
Patent number
US04898943

Reaction notes

Loading…