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

HRID 9111ノート

反応式

HRID 9111 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b7720941bb934e35991fd79ffdaedd76
出典データセット
uspto-grants-2006_08
特許番号
US07091227B2

反応ノート

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