Phenyl isocyanate → 1-(6-(3-Phenylaminocarbonylamino-propanoyl)-2-benzothiazolyl)-3-ethylurea

HRID 9140

반응식

HRID 9140 반응식
[NH2:1][CH2:2][CH2:3][C:4]([C:6]1[CH:20]=[CH:19][C:9]2[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=2[CH:7]=1)=[O:5].C(N(CC)CC)C.[C:28]1([N:34]=[C:35]=[O:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CN(C=O)C>[C:28]1([NH:34][C:35]([NH:1][CH2:2][CH2:3][C:4]([C:6]2[CH:20]=[CH:19][C:9]3[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=3[CH:7]=2)=[O:5])=[O:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

5

반응물 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 219855561-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylurea

생성물 1

HCID 219855861-(6-(3-Phenylaminocarbonylamino-propanoyl)-2-benzothiazolyl)-3-ethylurea수율 22%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea (0.033 g, 0.10 mmol) in 1 mL anhydrous DMF was treated with triethylamine (0.028 mL, 0.20 mmol, 2.0 eq) at room temperature. It was stirred for about 5 min, followed by the addition of phenyl isocyanate (0.013 mL, 0.12 mmol, 1.2 eq). It was stirred for about 2.5 hours, quenched with MeOH, filtered, concentrated, and purified by HPLC to give the desired compound 0.009 g (22%). LC/MS 412.2 (M+1); LC retention time 2.80 min.

후처리

  1. stirringIt was stirred for about 2.5 hours
  2. customquenched with MeOH
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by HPLC

출처 및 근거

ORD 기록
ord-7c11d59354d54b46b7c009458d9fc655
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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