Chloral Hydrate → HCID 6785498, compound

HRID 1470574Notes

Reaction equation

HRID 1470574 reaction equation
Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.Cl.[NH2:9][OH:10].S([O-])([O-])(=O)=O.[Na+].[Na+].[N+:18]([C:21]1[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=1[NH2:23])([O-:20])=[O:19]>O.Cl>[OH:10][N:9]=[CH:2][C:3]([NH:23][C:22]1[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=1[N+:18]([O-:20])=[O:19])=[O:5]

Participants

7

Reactant 4

HCID 2707Chloral HydrateHCID 69462-NitroanilineHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 6785498HCID 6785498, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of chloral hydrate (29 g, 175 mmol), hydroxylamine hydrochloride (69.4 g, 1000 mmol) and anhydrous sodium sulphate (21 g, 149 mmol) in water (800 mL) was heated to 65° C. To this a suspension, 2-nitroaniline (20 g, 150 mmol) in 2 molar aqueous HCl (20 mL) was added. This mixture was stirred overnight at the same temperature, then cooled to room temperature. The precipitated product was collected by filtration, washed with water dried in a vacuum oven to give 25 g of the required product as a yellow coloured solid (83%).

Workup

  1. filtrationThe precipitated product was collected by filtration
  2. washwashed with water
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-e61fa0e8fe5844dca1590dad6747802d
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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