Sodium Hydroxide → HCID 9902739, compound

HRID 1744455Notes

Reaction equation

HRID 1744455 reaction equation
[C:1]([C:3]1[C:4](=N)[O:5][C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1)=[CH:10][CH:9]=[C:8]1[N:22]([CH3:25])[CH:23]=[CH:24][C:7]=21)#[N:2].[OH-:27].[Na+]>CO>[C:1]([C:3]1[C:4](=[O:27])[O:5][C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1)=[CH:10][CH:9]=[C:8]1[N:22]([CH3:25])[CH:23]=[CH:24][C:7]=21)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9967965HCID 9967965, compound

Product 1

HCID 9902739HCID 9902739, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-cyano-2-imino-7-methyl-4-(3-nitro-phenyl)-2H-pyrrolo[2,3-h]chromene (31 mg, 0.087 mmol) 10% HCl (3 mL) and methanol (5 mL) was stirred at room temperature for 7 h. The reaction mixture was neutralized with 10% NaOH. The yellow precipitate was collected by vacuum filtration, washed with water, and dried in vacuo (24 mg, 77%). 1H NMR (acetone-d6): 8.58-8.52 (m, 2H), 8.11 (dt, J=7.2, 0.9 Hz, 1H), 8.03 (dt, J=7.8, 0.9 Hz, 1H), 7.53 (d, J=3.3 Hz, 1H), 7.49 (dd, J=0.6, 8.7 Hz, 1H), 7.05 (d, J=8.7 Hz, 1H), 6.94 (dd, J=0.9, 3.3 Hz, 1H), 3.97 (s, 3H).

Workup

  1. filtrationThe yellow precipitate was collected by vacuum filtration
  2. washwashed with water
  3. customdried in vacuo (24 mg, 77%)

Sources & evidence

ORD record
ord-daba058c3aff4bf598234a29c45b28c3
Source dataset
uspto-grants-2006_03
Patent number
US07015328B2

Reaction notes

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