Dimethyl Sulfate → HCID 22364788、化合物

HRID 1781636ノート

反応式

HRID 1781636 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 22364788HCID 22364788、化合物収率 48.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d7c0badf483346398413ee261ac19298
出典データセット
uspto-grants-1997_05
特許番号
US05633379

反応ノート

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