Water → HCID 136591214, compound

HRID 498988Notes

Reaction equation

HRID 498988 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][NH2:8])=[C:5]([N+:9]([O-:11])=[O:10])[C:4]([CH3:12])=[N:3]1.[CH3:13][O:14][C:15]1[C:16]([O:28][CH3:29])=[CH:17][C:18]2[NH:24][C:23](=[O:25])[CH2:22][CH2:21][C:20](=O)[C:19]=2[CH:27]=1.O>C(O)(=O)C>[CH3:1][N:2]1[C:6]([NH:7][N:8]=[C:20]2[CH2:21][CH2:22][C:23](=[O:25])[NH:24][C:18]3[CH:17]=[C:16]([O:28][CH3:29])[C:15]([O:14][CH3:13])=[CH:27][C:19]2=3)=[C:5]([N+:9]([O-:11])=[O:10])[C:4]([CH3:12])=[N:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 35372575-Hydrazino-1,3-dimethyl-4-nitro-1H-pyrazoleHCID 230000647,8-dimethoxy-3,4-dihydro-1H-1-benzazepine-2,5-dione

Product 1

HCID 136591214HCID 136591214, compoundYield 12.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

1,3-Dimethyl-4-nitro-1H-pyrazol-5-yl-hydrazine (0.073 g, 0.4 mmol) was added to a suspension of 7,8-dimethoxy-1H-[1]benzazepin-2,5(3H, 4H)-dione (0.100 g, 0.4 mmol) in acetic acid (5 ml) with stirring under argon. The mixture was heated at 70° C. for 2 days, cooled and water (5 ml) added. The precipitate was then filtered off to give the title compound as a yellow solid (0.019 g, yield 11.5%); 1H-NMR (DMSO-d6, 300 MHz): δ (ppm)=12.8 (v br s; 1 H), 9.59 (s; 1H), 7.2 (s; 1H), 6.63 (s; 1H), 3.96 (s; 3H), 3.75-3.77 (s, 6H), 3.05 (br t, 2H), 2.57 (br t, 2H), 2.35 (s, 3H).

Workup

  1. temperaturecooled
  2. filtrationThe precipitate was then filtered off

Sources & evidence

ORD record
ord-2783a0d68f0c44529a4618bec0d1722f
Source dataset
uspto-grants-2010_08
Patent number
US07767664B2

Reaction notes

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