Ammonia → HCID 67264605, compound

HRID 1687375Notes

Reaction equation

HRID 1687375 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[NH:7][C:8](=[O:18])[CH2:9][N:10](C(=O)C(F)(F)F)[CH2:11][C:5]=2[C:4]=1[N+:21]([O-:23])=[O:22].N>CO>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[NH:7][C:8](=[O:18])[CH2:9][NH:10][CH2:11][C:5]=2[C:4]=1[N+:21]([O-:23])=[O:22]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86633920HCID 86633920, compound

Product 1

HCID 67264605HCID 67264605, compoundYield 90.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 7-Methoxy-6-nitro-4-(2,2,2-trifluoro-acetyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (1.70 g, 0.00510 mol) and 7.0 M of Ammonia in Methanol (30 mL) was stirred at room temperature for 22 hrs. The reaction was evaporated to give 7-Methoxy-6-nitro-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one as a tan solid (1.10 g, 90%). Mp 220-222° C.; LCMS (m/e) 237 (M); 1H-NMR (DMSO, 400 MHz) δ 1H-NMR (DMSO, 400 MHz) δ 9.92 (s, 1H), 7.257-20 (q, 2H, J=3.79 Hz), 3.83 (s, 3H), 3.69 (d, 2H), 3.43 (d. 2H, J=4.29 Hz), 3.11 (br, 1H).

Workup

  1. customThe reaction was evaporated

Sources & evidence

ORD record
ord-825bbbecb0a84830a5a6914cc7ec2a32
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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