Methanol → methyl N-(2-chloroacetyl)carbamate

HRID 27411

반응식

HRID 27411 반응식
[Cl:1][CH2:2][C:3]([NH2:5])=[O:4].[C:6](Cl)(=[O:10])C(Cl)=O.[CH3:12][OH:13]>ClCCCl>[CH3:12][O:13][C:6](=[O:10])[NH:5][C:3](=[O:4])[CH2:2][Cl:1]

참가 물질

5

반응물 3

HCID 887MethanolHCID 6580ChloroacetamideHCID 65578Oxalyl chloride

생성물 1

HCID 518783methyl N-(2-chloroacetyl)carbamate

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
0 °C

실험 절차

A suspension of 2-chloroacetamide (122.6 g, 1.31 mol) in 300 ml of 1,2-dichloroethane is cooled to 0° C. and treated with oxalyl chloride (200 g, 1.57 mol). The reaction mixture is heated at reflux for 4 hours. After cooling to 5° C., 68 ml of MeOH is added dropwise while keeping the internal temperature below 15° C. with external cooling. After addition is complete, the product is separated by filtration and washed with CH2Cl2 and Et2O. Recrystallization from CH2Cl2 yields methyl(chloroacetyl)carbamate.

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 4 hours
  3. temperatureAfter cooling to 5° C.
  4. customthe internal temperature below 15° C.
  5. additionAfter addition
  6. customthe product is separated by filtration
  7. washwashed with CH2Cl2 and Et2O
  8. customRecrystallization from CH2Cl2

출처 및 근거

ORD 기록
ord-93e933a150fd4dfdad3e601d64c283ad
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04221796

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