Dimethyl Sulfate → HCID 22364788, 화합물

HRID 1781636노트

반응식

HRID 1781636 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:14])[C:5](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:6]([OH:8])=[O:7].[OH-].[CH2:16]([N+](CCCC)(CCCC)CCCC)CCC.S(OC)(OC)(=O)=O>ClCCl>[CH3:16][O:7][C:6](=[O:8])[C:5]1[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][C:9]=1[N+:11]([O-:13])=[O:12])[NH2:14]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 2723671Tetrabutylammonium HydroxideHCID 190467352-Amino-4-chloro-6-nitrobenzoic acid

생성물 1

HCID 22364788HCID 22364788, 화합물수율 48.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3.25 g (15 mmol) of 4-chloro-6-nitro-anthranilic acid and 9.73 ml of a 40% aqueous solution of tetrabutylammonium hydroxide are placed in 65 ml of dichloromethane. Then 1.43 ml (15 mmol) of dimethyl sulfate are added dropwise thereto and the mixture is stirred for 1 hour at room temperature and washed in succession with a small amount of water and saturated sodium chloride solution. The aqueous phases are extracted by shaking with dichloromethane and the combined organic phases are dried over sodium sulfate, filtered and concentrated. The residue is stirred with a small amount of ethyl acetate. The product is precipitated with hexane and dried. 1.67 g (48.3% of theory) of 4-chloro-6-nitro-anthranilic acid methyl ester having a melting point of 114°-116° are obtained.

후처리

  1. washwashed in succession with a small amount of water and saturated sodium chloride solution
  2. extractionThe aqueous phases are extracted
  3. stirringby shaking with dichloromethane
  4. dry with materialthe combined organic phases are dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. stirringThe residue is stirred with a small amount of ethyl acetate
  8. customThe product is precipitated with hexane
  9. customdried

출처 및 근거

ORD 기록
ord-d7c0badf483346398413ee261ac19298
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633379

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