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Hydrochloric Acid → 5-Amino-6-chloro-2,1,3-benzothiadiazole

HRID 533583
ノート
印刷プレビュー

反応式

HRID 533583 の反応式
[Cl:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[CH:3]=1.O.O.Cl[Sn]Cl.Cl.C([O-])(O)=O.[Na+]>CO.ClCCl.O>[Cl:1][C:2]1[C:10]([NH2:11])=[CH:9][C:5]2[C:4]([CH:3]=1)=[N:8][S:7][N:6]=2
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 895860075-Chloro-6-nitro-2,1,3-benzothiadiazole

生成物 1

HCID 895860045-Amino-6-chloro-2,1,3-benzothiadiazole収率 95.4%

試薬・触媒・溶媒 3

HCID 887Methanol
溶媒
HCID 962Water溶媒
HCID 6344Dichloromethane溶媒

実験手順

A solution is prepared by dissolving a compound (2) (16.8 g, 0.0779 mol) in methanol (800 mL), and SnCl2.2H2O (87 g, 0.389 mol, 5.0 eq), water (80 mL) and 1N HCl (30 mL) are sequentially put into the solution. The reactant is agitated and reflowed overnight, cooled down to room temperature (24° C.), and condensed under a reduced pressure. The condensate is dissolved in dichloromethane, neutralized with a saturated NaHCO3 aqueous solution, and then passed through Celite. An organic layer is dried and condensed under a reduced pressure so as to obtain a yellow solid-phase compound (3) (13.8 g, yield: 95%). 1H NMR (400 MHz, CDCl3): δ ppm 7.99 (s, 1H), 7.14 (s, 1H), 4.54 (br s, 2H).

後処理

  1. customA solution is prepared
  2. custom(24° C.), and condensed under a reduced pressure
  3. customAn organic layer is dried
  4. customcondensed under a reduced pressure so as

出典と根拠

ORDレコード
ord-161ae6430c9e4d83bc62033808c71f67
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08853347B2

反応ノート

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