Potassium Hydroxide → 2-[(Ethylamino)Carbonyl]amino-1,3-benzothiazole-6-carboxylic acid

HRID 9170노트

반응식

HRID 9170 반응식
C(C1[CH:17]=[CH:16][C:6]2[N:7]=[C:8]([NH:10][C:11]([NH:13][CH2:14][CH3:15])=[O:12])[S:9][C:5]=2[CH:4]=1)#N.[OH-:18].[K+].[O:20]1[CH2:25][CH2:24]OCC1>>[CH2:14]([NH:13][C:11]([NH:10][C:8]1[S:9][C:5]2[CH:4]=[C:24]([C:25]([OH:20])=[O:18])[CH:17]=[CH:16][C:6]=2[N:7]=1)=[O:12])[CH3:15]

참가 물질

4

반응물 3

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 21985533N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-ethylurea

생성물 1

HCID 653487762-[(Ethylamino)Carbonyl]amino-1,3-benzothiazole-6-carboxylic acid

실험 절차

About 60 mg N-(6-cyano-1,3-benzothiazol-2-yl)-N′-ethylurea was charged into about 5 mL of about a 1:1 mixture of about 2N aq KOH and dioxane. The reaction mixture was then brought to reflux for about 12–24 hours. Upon cooling, the reaction mixture was poured into about 25 mL of dilute aqueous acid. The white precipitate was collected by filtration and was washed well with water. 1H NMR 1.09 (t, 3H), 3.19 (m, 2H), 6.79 (br s, 1H), 7.65 (d, 1H), 7.92 (m, 1H), 8.48 (d, 1H), 11.0 (br s, 1H), 12.8 (br s, 1H); LC/MS 2.12 min, 266 (M+1), 264 (M−1), lab LC retention time 4.7 minutes.

후처리

  1. temperatureto reflux for about 12–24 hours
  2. temperatureUpon cooling
  3. filtrationThe white precipitate was collected by filtration
  4. washwas washed well with water
  5. customLC/MS 2.12 min, 266 (M+1), 264 (M−1), lab LC retention time 4.7 minutes

출처 및 근거

ORD 기록
ord-34249f7514334ca392c080e846c96fb6
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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