Methanol → 1-(7-Hydroxy-2-benzothiazolyl)-3-ethyl-urea

HRID 9111

반응식

HRID 9111 반응식
Br[C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=2[C:3]=1[OH:17].C(=O)([O-])[O-].[K+].[K+].CO>CN(C=O)C>[OH:17][C:3]1[C:4]2[S:8][C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])=[N:6][C:5]=2[CH:15]=[CH:16][CH:2]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 219855951-(6-Bromo-7-hydroxy-2-benzothiazolyl)-3-ethylurea

생성물 1

HCID 219855231-(7-Hydroxy-2-benzothiazolyl)-3-ethyl-urea

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
20 °C

실험 절차

General Procedure for 1-(6-bromo-7-alkoxy-2-benzothiazolyl)-3-ethyl-urea compounds 9–13. A mixture of 1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea 6 and potassium carbonate (1.05 eq) in anhydrous DMF was stirred at about 20° C. for about 0.5 hour, and was cooled down to about 0° C. The mixture was treated with an alkyl halide (1.0 eq), and was stirred at about 0–85° C. for about 16 hours. To the reaction mixture was added methanol. The solid was filtered off and washed with methanol. The solvent was evaporated and the residue was dissolved in DMF. The crude reaction solution was purified by preparature LC/MS to give pure desired product.

후처리

  1. temperaturewas cooled down to about 0° C
  2. stirringwas stirred at about 0–85° C. for about 16 hours
  3. filtrationThe solid was filtered off
  4. washwashed with methanol
  5. customThe solvent was evaporated
  6. dissolutionthe residue was dissolved in DMF
  7. customThe crude reaction solution
  8. customwas purified by preparature LC/MS

출처 및 근거

ORD 기록
ord-b7720941bb934e35991fd79ffdaedd76
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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