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

HRID 1168804ノート

反応式

HRID 1168804 の反応式
[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

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 22648314HCID 22648314、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-104613fdad014059b56a079a27913d67
出典データセット
uspto-grants-2003_09
特許番号
US06627640B2

反応ノート

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