Bromoform → Diphenylmethyl Chloroacetohydroxamate

HRID 851554Notes

Reaction equation

HRID 851554 reaction equation
Cl.[C:2]1([CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:9][NH2:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:17][CH2:18][C:19](Cl)=[O:20].C(Br)(Br)Br>CS(C)=O>[Cl:17][CH2:18][C:19]([NH:10][O:9][CH:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:20]

Participants

5

Reactant 3

HCID 5558BromoformHCID 6577Chloroacetyl chlorideHCID 198859Hydroxylamine, O-(diphenylmethyl)-, hydrochloride

Product 1

HCID 12774346Diphenylmethyl ChloroacetohydroxamateYield 86%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared from diphenylmethoxyamine hydrochloride and chloroacetyl chloride by the method described in Preparation 1; m.p. 115°-117° νmax (CHBr3) include 3400 (NH), 1692 cm-1 (CO-N), τ(DMSO d6) 0.55 (NH), 2.60 (Ph) 4.01 (CHPh2), 6.02 (CH2). Yield 86%.

Workup

  1. customdescribed in Preparation 1

Sources & evidence

ORD record
ord-ba2224fdb34f4ba7a22f3dd312a5e526
Source dataset
uspto-grants-1983_05
Patent number
US04385177

Reaction notes

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