Water → HCID 15432856, compound

HRID 2297595Notes

Reaction equation

HRID 2297595 reaction equation
[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:10]=[C:6]2[N:5]([CH2:22][CH3:23])[C:4](=[O:24])[CH:3]=1.[N:25](OCCC(C)C)=[O:26].O>CN(C)C=O>[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:10]=[C:6]2[N:5]([CH2:22][CH3:23])[C:4](=[O:24])[C:3]=1[N:25]=[O:26]

Participants

5

Reactant 3

HCID 962WaterHCID 8053Isoamyl NitriteHCID 15432855HCID 15432855, compound

Product 1

HCID 15432856HCID 15432856, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.7 g of the precursor (7-amino-4-ethyl-2-[(4-methoxybenzyloxy)methyl]-s-triazolo[1,5-a]pyrimidin-5-one) are dissolved in 17 ml of dimethylformamide, and 2.69 ml of isoamyl nitrite are added whilst cooling with ice. Afterwards it is stirred at ambient temperature. After the reaction is complete (about 3 hours) 34 ml of water are added at 5-10° C. The solid obtained is separated off, washed with water and diethyl ether and recrystallised from 80 ml of ethanol. 2.0 g of 7-amino-4-ethyl-2-[(4-methoxybenzyloxy)methyl]-6-nitroso-s-triazolo[1,5-a]pyrimidin-5-one are left.

Workup

  1. temperaturewhilst cooling with ice
  2. additionare added at 5-10° C
  3. customThe solid obtained
  4. customis separated off
  5. washwashed with water and diethyl ether
  6. customrecrystallised from 80 ml of ethanol
  7. wait2.0 g of 7-amino-4-ethyl-2-[(4-methoxybenzyloxy)methyl]-6-nitroso-s-triazolo[1,5-a]pyrimidin-5-one are left

Sources & evidence

ORD record
ord-a3927e8457ea4399a23a41156e391a3f
Source dataset
uspto-grants-2002_12
Patent number
US06492377B1

Reaction notes

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