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1,2-Dimethoxyethane → 5-Isothiocyanato-6-methyl-2-(pyridin-2-yl)-1,3-benzoxazole

HRID 1287666
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HRID 1287666 반응식
[NH2:1][C:2]1[C:3]([CH3:17])=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)=[N:7][C:6]=2[CH:16]=1.C(=O)([O-])[O-].[Ca+2].C(COC)OC.[C:29](Cl)(Cl)=[S:30]>O>[N:1]([C:2]1[C:3]([CH3:17])=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)=[N:7][C:6]=2[CH:16]=1)=[C:29]=[S:30]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 80711,2-DimethoxyethaneHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 215056536-Methyl-2-(pyridin-2-yl)-1,3-benzoxazol-5-amine

생성물 1

HCID 127818825-Isothiocyanato-6-methyl-2-(pyridin-2-yl)-1,3-benzoxazole수율 68.9%

시약·촉매·용매 1

HCID 962
Water
용매

반응 조건

온도
5 °C

실험 절차

A mixture of 5-amino-6-methyl-2-(2-pyridinyl)benzoxazole (8.7 g, 0.044 mole), calcium carbonate (4.44 g, 0.044 mole), glyme (150 ml) and water (50 ml) is cooled to 5° C in an ice-bath, and thiophosgene (5.11 g, 0.044 mole) is added. The mixture is stirred for 0.5 hour at 5° C and then allowed to warm to room temperature and stirred for about 16 hours. The precipitated material is collected, washed with water and crystallized from glyme/water (3:1) yielding 8.1 g of the title compound, melting point 192°-194° C.

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred for about 16 hours
  3. customThe precipitated material is collected
  4. washwashed with water
  5. customcrystallized from glyme/water (3:1)

출처 및 근거

ORD 기록
ord-8a45861c30874eb1ad35005036f5619e
출처 데이터셋
uspto-grants-1976_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03985755

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