Chloral Hydrate → HCID 87289385, compound

HRID 1400142Notes

Reaction equation

Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.[O-]S([O-])(=O)=O.[Na+].[Na+].Cl.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([CH3:30])([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:19][CH:18]=1.[Cl-].[OH:32][NH3+:33]>O>[OH:32]/[N:33]=[CH:2]/[C:3]([NH:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]([CH3:29])([CH3:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:21][CH:22]=1)=[O:5]

Participants

Conditions

Temperature: 23 °C

Procedure

7.23 g of chloral hydrate are dissolved in 180 ml of water, 10.87 g of Na2SO4 are added, and the mixture is stirred at 23° C. for 10 min. A solution of 7.55 g of ethyl 2-(4-aminophenyl)-2-methylpropanoate hydrochloride in 50 ml of water is added to this solution. 8.86 g of hydroxylammonium chloride in 20 ml of water are added to the resultant suspension, and the mixture is stirred at 60° C. for 5 h. The mixture is subsequently allowed to cool, during which an orange oil deposits. This mixture is washed three times with 50 ml of dichloromethane each time, the combined organic phases are dried over sodium sulfate, filtered off and evaporated to dryness in vacuo. The mixture obtained is employed in the following reaction without further purification.

Workup

stirringthe mixture is stirred at 60° C. for 5 h
temperatureto cool, during which an orange oil deposits
washThis mixture is washed three times with 50 ml of dichloromethane each time
dry with materialthe combined organic phases are dried over sodium sulfate
filtrationfiltered off
customevaporated to dryness in vacuo
customThe mixture obtained
customis employed in the following reaction without further purification

Sources & evidence

ORD record: ord-869556f9de914046924b1a4980907f31
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906930B2

Reaction notes

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