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Phosgene → HCID 10115938, 화합물

HRID 1063028
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HRID 1063028 반응식
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH2:12])[S:11][C:7]=2[C:6]([C:13]2[N:14]=[C:15]([C:18]3[CH:19]=[N:20][C:21]([CH3:24])=[CH:22][CH:23]=3)[S:16][CH:17]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:32](Cl)(Cl)=[O:33].[NH:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1>O1CCOCC1.O>[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:32]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)=[O:33])[S:11][C:7]=2[C:6]([C:13]2[N:14]=[C:15]([C:18]3[CH:19]=[N:20][C:21]([CH3:24])=[CH:22][CH:23]=3)[S:16][CH:17]=2)=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6371PhosgeneHCID 8083MorpholineHCID 8471TriethylamineHCID 22283166HCID 22283166, 화합물

생성물 1

HCID 10115938HCID 10115938, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 31275
1,4-Dioxane
용매

실험 절차

0.1 g of 4-methoxy-7-[2-(6-methyl-pyridin-3-yl)-thiazol-4-yl]-benzothiazol-2-ylamine (0.00028 Mol) were dissolved in dioxane (2 ml) and treated with 0.047 ml triethylamine (0.00034 Mol) and 0.164 ml of phosgene (20% in toluene) (0.00031 Mol). After stirring for 2 hrs. at room temperature 0.122 ml of morpholine (0.0014 Mol) were added and the whole mixture was stirred for 16 hrs. at ambient temperature. Upon addition of water (5 ml) a precipitation formed, which was filtered, washed with water and dried. This crude material was triturated with hot MeOH and after cooling to room temperature filtered. The filtrate was evaporated and the residue subjected to column chromatography (silicagel, CH2Cl2/MeOH+1% NH4OH). The title compound was obtained as a light yellow solid (7%); MS (ISP): m/e=468 (M+H+).

후처리

  1. stirringthe whole mixture was stirred for 16 hrs
  2. customat ambient temperature
  3. customa precipitation
  4. customformed
  5. filtrationwhich was filtered
  6. washwashed with water
  7. customdried
  8. customThis crude material was triturated with hot MeOH
  9. filtrationfiltered
  10. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-0010bac9d62f4d568ab43b352d921756
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06963000B2

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