Lithium Hydroxide → 3,4-Dimethylbenzothiazol-2-one-5-carboxylic acid

HRID 1071908노트

반응식

HRID 1071908 반응식
[CH3:1][N:2]1[C:6]2[C:7]([CH3:15])=[C:8]([C:11]([O:13]C)=[O:12])[CH:9]=[CH:10][C:5]=2[S:4][C:3]1=[O:16].[OH-].[Li+]>O1CCCC1.O>[CH3:1][N:2]1[C:6]2[C:7]([CH3:15])=[C:8]([C:11]([OH:13])=[O:12])[CH:9]=[CH:10][C:5]=2[S:4][C:3]1=[O:16]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 22390078Methyl 3,4-dimethylbenzothiazol-2-one-5-carboxylate

생성물 1

HCID 223900833,4-Dimethylbenzothiazol-2-one-5-carboxylic acid수율 83.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 10.15 g (43 mmol) of methyl 3,4-dimethylbenzo-thiazol-2-one-5-carboxylate in 100 ml of tetrahydrofuran and 100 ml of water was admixed with 2.06 g (86 mmol) of lithium hydroxide. The solution was then heated at reflux for 2 hours. After cooling, the tetrahydrofuran was removed under reduced pressure, the remaining aqueous solution was acidified and the precipitated solid was filtered off with suction and dried. More product was obtained by extracting the mother liquor with ethyl acetate. This gave a total of 8 g (36 mmol, 83% yield) of 3,4-dimethylbenzothiazol-2-one-5-carboxylic acid of m.p. 235° C.-239° C.

후처리

  1. temperatureThe solution was then heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. customthe tetrahydrofuran was removed under reduced pressure
  5. filtrationthe precipitated solid was filtered off with suction
  6. customdried
  7. customMore product was obtained
  8. extractionby extracting the mother liquor with ethyl acetate

출처 및 근거

ORD 기록
ord-0e5a17ca05fa4c5a8b3ee901968bfa26
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06908884B2

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