Hydrochloric Acid → N-benzyl-N-methylcarbamoyl chloride

HRID 1158436

반응식

HRID 1158436 반응식
N1C=CC=CC=1.[CH3:7][NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)(OC(Cl)(Cl)Cl)[O:17][C:18]([Cl:21])(Cl)Cl.Cl>C(Cl)Cl>[CH2:9]([N:8]([CH3:7])[C:18]([Cl:21])=[O:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7669N-MethylbenzylamineHCID 94429Triphosgene

생성물 1

HCID 10464985N-benzyl-N-methylcarbamoyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

At −78° C. pyridine (1.25 mL, 15.5 mmol) followed by methyl benzylamine (2.0 mL, 15.5. mmol) are added to a solution of bis(trichloromethyl) carbonate (1.55 g, 5.2 mmol) in CH2Cl2 (20 mL). The reaction mixture is allowed to warm to RT and stirred for another 1.5 h. For workup 1N HCl is added to the yellow suspension and the mixture is extracted with ethyl acetate. Drying (Na2SO4) of the combined organic exctracts, filtration and evaporation of the solvent affords the title compound. MS (LC-MS): [M+H]+=184.1. tR (HPLC, Waters Symmetry C18 column, 20-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 3.84 min.

후처리

  1. customAt −78° C.
  2. extractionthe mixture is extracted with ethyl acetate
  3. customDrying
  4. filtration(Na2SO4) of the combined organic exctracts, filtration and evaporation of the solvent

출처 및 근거

ORD 기록
ord-4142003187f249e9a9d2daa207c288d2
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807709B2

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