Thiophosgene → 2-Tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazole

HRID 5791

반응식

HRID 5791 반응식
[NH2:1][C:2]1[C:14]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)=[CH:13][C:5]2[N:6]=[C:7]([C:9]([CH3:12])([CH3:11])[CH3:10])[S:8][C:4]=2[CH:3]=1.C(=O)(O)[O-].[Na+].[C:27](Cl)(Cl)=[S:28].[OH-].[Na+]>C(Cl)(Cl)Cl.O>[C:9]([C:7]1[S:8][C:4]2[CH:3]=[C:2]([N:1]=[C:27]=[S:28])[C:14]([N:15]3[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]3)=[CH:13][C:5]=2[N:6]=1)([CH3:12])([CH3:11])[CH3:10]

참가 물질

7

반응물 4

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 197941766-Amino-2-tert-butyl-5-(4-methylpiperazin-1-yl)benzothiazole

생성물 1

HCID 197941872-Tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazole

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

To a stirred mixture of 75 g of 6-Amino-2-tert-butyl-5-(4-methylpiperazin-1-yl)benzothiazole and 29 g of sodium bicarbonate in 1100 ml of chloroform at 0° is added 41 g of thiophosgene and the mixture stirred at 10° for 4 hours. After filtering off the solid, the solution is evaporated to get a yellow solid which is dissolved in water and the pH of the solution is brought to 7 by the addition of dilute sodium hydroxide. The solid separated is extracted with hexane and filtered through 150 g of neutral alumina to give 2-tert-butyl-6-isothiocyanato-5-(4-methyl-piperazin-1-yl)benzothiazole, melting at 124°-126°.

후처리

  1. filtrationAfter filtering off the solid
  2. customthe solution is evaporated
  3. customto get a yellow solid which
  4. customThe solid separated
  5. extractionis extracted with hexane
  6. filtrationfiltered through 150 g of neutral alumina

출처 및 근거

ORD 기록
ord-a9b6c5936caf4afa829011ebb019f26e
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246927

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