Hydrochloric Acid → 2-Benzylthiazolo[4,5-c]quinolin-4-amine hydrochloride

HRID 430548노트

반응식

HRID 430548 반응식
[CH2:1]([C:8]1[S:9][C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[C:12]([NH:20]C(=O)C(Cl)(Cl)[Cl:23])[C:11]=2[N:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[Na+].Cl>CO.C(O)(C)C>[ClH:23].[CH2:1]([C:8]1[S:9][C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:13]=[C:12]([NH2:20])[C:11]=2[N:27]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 22648314HCID 22648314, 화합물

생성물 1

HCID 226482692-Benzylthiazolo[4,5-c]quinolin-4-amine hydrochloride

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 3776Isopropanol용매

실험 절차

Trichloroacetyl isocyanate (1.2 mL, 10.3 mmol) was added to a solution of 2-benzylthiazolo[4,5-c]quinoline-5N-oxide (2.0 g, 6.8 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at ambient temperature for 2 hours and then concentrated to provide crude N-(2-benzylthiazolo[4,5-c]quinolin-4-yl)trichloroacetamide. The amide was dissolved in methanol. Sodium methoxide (1 equivalent) was added. The reaction mixture was heated on a steam bath for 30 minutes and then allowed to cool to ambient temperature. The resulting precipitate was isolated by filtration and then suspended in a mixture of methanol and isopropanol. Hydrochloric acid (1 equivalent) was added and all of the solid dissolved initially. A white solid crystallized out. This material was isolated by filtration, washed with isopropanol and then dried to provide 1.5 g of 2-benzylthiazolo[4,5-c]quinolin-4-amine hydrochloride, m.p. 152-155° C. Analysis: Calculated for: C17H13N3S HCl: % C, 62.28; % H, 4.30; % N, 12.82; Found: % C, 62.05; % H, 4.23; % N, 12.82.

후처리

  1. temperatureThe reaction mixture was heated on a steam bath for 30 minutes
  2. customThe resulting precipitate was isolated by filtration
  3. dissolutionall of the solid dissolved initially
  4. customA white solid crystallized out
  5. customThis material was isolated by filtration
  6. washwashed with isopropanol
  7. customdried

출처 및 근거

ORD 기록
ord-8fa99fbe141a4d93a0b4da66a8233692
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06323200B1

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