Sodium Hydroxide → 2,4-Dichloro-6-fluoro-7-hydrazinobenzothiazole

HRID 21731

반응식

HRID 21731 반응식
[NH2:1][C:2]1[C:10]2[S:9][C:8]([Cl:11])=[N:7][C:6]=2[C:5]([Cl:12])=[CH:4][C:3]=1[F:13].[N:14]([O-])=O.[Na+].[Sn](Cl)Cl.[OH-].[Na+]>Cl.O>[Cl:11][C:8]1[S:9][C:10]2[C:2]([NH:1][NH2:14])=[C:3]([F:13])[CH:4]=[C:5]([Cl:12])[C:6]=2[N:7]=1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 199334577-Amino-2,4-dichloro-6-fluorobenzothiazoleHCID 23668193Sodium Nitrite

생성물 1

HCID 199334672,4-Dichloro-6-fluoro-7-hydrazinobenzothiazole

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 962Water용매

실험 절차

14.7 g 7-amino-2,4-dichloro-6-fluorobenzothiazole was dissolved in 128 ml concentrated hydrochloric acid and the mixture stirred for 30 minutes at room temperature. It was then cooled to -5° C. and, very slowly, a solution of 4.5 g sodium nitrite in 9.5 ml water was added, dropwise. The mixture was stirred for one hour and cooled to -15° C. At this temperature, a solution of 31.5 g tin (II) chloride in 19 ml concentrated hydrochloric acid was added, dropwise at a rate that the temperature did not rise above -8° C. The mixture was stirred for one hour, made alkaline using caustic soda, whilst cooling, and extracted with dichloromethane. The extract was dried over magnesium sulfate and concentrated. Yield: 7.8 g=50% of theory m.p.: 162°-180° C.

후처리

  1. temperatureIt was then cooled to -5° C.
  2. stirringThe mixture was stirred for one hour
  3. temperaturecooled to -15° C
  4. customdid not rise above -8° C
  5. stirringThe mixture was stirred for one hour
  6. temperaturewhilst cooling
  7. extractionextracted with dichloromethane
  8. dry with materialThe extract was dried over magnesium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1b6f40b088694557bd948718d5a85974
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424443

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