Stannous Chloride → 5-benzenesulfonyl-1H-indazol-3-ylamine

HRID 1640967노트

반응식

HRID 1640967 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[N:19]([O-])=O.[Na+].Cl[Sn]Cl>Cl.O>[C:13]1([S:10]([C:7]2[CH:6]=[C:3]3[C:2](=[CH:9][CH:8]=2)[NH:1][N:5]=[C:4]3[NH2:19])(=[O:12])=[O:11])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

6

반응물 3

HCID 24479Stannous ChlorideHCID 214324362-Amino-5-benzenesulfonyl-benzonitrileHCID 23668193Sodium Nitrite

생성물 1

HCID 667361655-benzenesulfonyl-1H-indazol-3-ylamine수율 40.4%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 962Water용매

반응 조건

온도
4 °C

실험 절차

2-Amino-5-benzenesulfonyl-benzonitrile (0.81 g, 3.15 mmol) in 37% HCl (5 mL) was treated dropwise at 4° C. with NaNO2 (261 mg, 3.78 mmol) in 5 mL of water. After 1.75 hours the suspension was added dropwise to a solution of SnCl2 (4.88 g, 25.21 mmol) in 5 mL of 37% HCl. After stirring at 4° C. for 3 hours the solid was filtered, taken up with water (30 mL) and boiled for 1.5 hours. The hot mixture was filtered and washed thoroughly with boiling water. The filtrate was cooled to 4° C. and treated under stirring with 17% NaOH (approximately 5 mL) dropwise. After overnight cooling in a fridge the solid was filtered and washed with water to neutral pH affording 0.348 g of title compound (40% yield).

후처리

  1. filtrationwas filtered
  2. waitboiled for 1.5 hours
  3. filtrationThe hot mixture was filtered
  4. washwashed thoroughly with boiling water
  5. temperatureThe filtrate was cooled to 4° C.
  6. additiontreated
  7. stirringunder stirring with 17% NaOH (approximately 5 mL) dropwise
  8. temperatureAfter overnight cooling in a fridge the solid
  9. filtrationwas filtered
  10. washwashed with water to neutral pH

출처 및 근거

ORD 기록
ord-059d09c348014e7cb318c08f3617d40c
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08114865B2

반응 노트

불러오는 중…