Ethanolamine → HCID 86622763, 화합물

HRID 1020264노트

반응식

HRID 1020264 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15]I)[N:14]=1)=[O:8].[NH2:21][CH2:22][CH2:23][OH:24].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][NH:21][CH2:22][CH2:23][OH:24])[N:14]=1)=[O:8]

참가 물질

5

반응물 3

HCID 700EthanolamineHCID 962WaterHCID 58055059HCID 58055059, 화합물2회

생성물 1

HCID 86622763HCID 86622763, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-(3,4-dichlorobenzyl)-3-(4-(iodomethyl)thiazol-2-yl)urea (Intermediate XXII) was taken up in THF and an excess of the 2-Amino-ethanol (20 equiv.) was added. The reaction was allowed to stir overnight at room temperature. Reaction poured into water and extracted with ethyl acetate, partitioned with brine, dried over NaSO4, filtered, and volatiles were removed in vacuo. The resulting solid was triturated with ethyl acetate, followed by diethyl ether to give the title compound. 1H NMR (400 MHz, CD3OD): 7.50-7.45 (m, 2H), 7.26 (dd, 1H), 6.78 (s, 1H), 4.41 (s, 2H), 3.73 (s, 2H), 3.65 (t, 2H), 2.71 (t, 2H). MS (ES+): M/Z 375 and 377 (M+1).

후처리

  1. customReaction
  2. extractionextracted with ethyl acetate
  3. custompartitioned with brine
  4. dry with materialdried over NaSO4
  5. filtrationfiltered
  6. customvolatiles were removed in vacuo
  7. customThe resulting solid was triturated with ethyl acetate

출처 및 근거

ORD 기록
ord-0bcf118631424f68ac5b317637b6f4e4
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716320B2

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