Hydrochloric Acid → 2-Chloroacetylamino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid

HRID 1680836노트

반응식

HRID 1680836 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:7]([CH3:17])[C:3]=1[C:4]([OH:6])=[O:5].N1C=CC=CC=1.[Cl:24][CH2:25][C:26](Cl)=[O:27].Cl>C1C=CC=CC=1>[Cl:24][CH2:25][C:26]([NH:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:7]([CH3:17])[C:3]=1[C:4]([OH:6])=[O:5])=[O:27]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 126858402-Amino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid

생성물 1

HCID 129124362-Chloroacetylamino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

To an ice-cooled mixture consisting of 0.8 g of 2-amino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid, 20 ml of dry benzene, and 0.5 ml of pyridine was added dropwise with stirring a solution of 0.4 ml of chloroacetyl chloride in 5 ml of benzene. The mixture was stirred overnight and then, shaken with dilute hydrochloric acid. The layers were separated. The aqueous layer was extracted with ethyl acetate, and the combined organic extracts were washed with water, dried over sodium sulfate, and evaporated. The residue was recrystallized from ethyl ether/n-hexane to give 0.65 g of 2-chloroacetylamino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid (m.p. 124°-125° C.).

후처리

  1. additionwas added dropwise
  2. customThe layers were separated
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customThe residue was recrystallized from ethyl ether/n-hexane

출처 및 근거

ORD 기록
ord-ed721349c55e4a99ada2ecf3e4faa220
출처 데이터셋
uspto-grants-1981_06
특허 번호
US04276295

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