1,4-Diazepan-5-one → 1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-diazepan-5-one

HRID 2089425Notes

Reaction equation

HRID 2089425 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH:11]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14][CH2:13][CH2:12]1>>[CH3:7][N:6]1[C:2]([N:11]2[CH2:17][CH2:16][C:15](=[O:18])[NH:14][CH2:13][CH2:12]2)=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 27372641,4-Diazepan-5-oneHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 584649301-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-diazepan-5-oneYield 58%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and 1,4-diazepan-5-one gave 1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-diazepan-5-one as a yellow oil (173 mg, 58%). 1H NMR (400 MHz, CDCl3) δ 8.03 (s, 1H), 6.35 (s, 1H), 3.82 (s, 3H), 3.53-3.47 (m, 2H), 3.38-3.31 (m, 4H), 2.83-2.78 (m, 2H)

Sources & evidence

ORD record
ord-06c17e2f3a2741faa1b2eebbf841a0cc
Source dataset
uspto-grants-2013_05
Patent number
US08436001B2

Reaction notes

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