Ammonium Chloride → HCID 4321269, compound

HRID 1494320Notes

Reaction equation

HRID 1494320 reaction equation
[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=2[N+:17]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+].O.[S-2].[Na+].[Na+]>CO>[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=2[NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 346027N-cyclohexyl-2,4-dinitroanilineHCID 19906495Sodium sulfide monohydrate

Product 1

HCID 4321269HCID 4321269, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2.2 g (8,3 mmol) N-cyclohexyl-2,4-dinitroaniline, 1.95 g (36.4 mmol) ammonium chloride, 7.85 g (32.7 mmol) sodium sulfide hydrate and 100 ml methanol was refluxed for 1 h. After cooling to 25° C. the mixture was filtered and evaporated The product was stirred with water to give 1.6 g (82%) N-cyclohexyl-2-amino-4-nitroaniline. 1H-NMR (CDCl3 ): 7.9-7.4 (2H, m), 6.5 (1H, d), 4.4 (1H, broad s), 3.4 (2H, broad s), 2.3-0.8 (11H, m).

Workup

  1. temperaturewas refluxed for 1 h
  2. filtrationwas filtered
  3. customevaporated The product

Sources & evidence

ORD record
ord-b9455efd5c304d79b2761acfd06a4a3a
Source dataset
uspto-grants-1991_06
Patent number
US05026704

Reaction notes

Loading…