Hydrochloric Acid → 2-Amino-5-nitrobenzenethiol

HRID 424483

反応式

HRID 424483 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[N:8]=C[S:10][C:6]=2[CH:5]=1)([O-:3])=[O:2].O.NN.Cl>C(O)C.O>[NH2:8][C:7]1[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=1[SH:10]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 762566-Nitrobenzothiazole

生成物 1

HCID 109866912-Amino-5-nitrobenzenethiol

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a stirred suspension of 6-nitrobenzo[d]thiazole (1.64 g, 9.10 mmol) in ethanol (16 mL) was added hydrazine hydrate (2.66 mL, 54.6 mmol). The resulting dark solution was stirred overnight at room temperature. The mixture was then diluted with water and slowly acidified with 3 M HCl, giving a yellow suspension. The mixture was then extracted with dichloromethane. The combined organics were dried, filtered, and concentrated, giving a yellow solid, used directly in the subsequent reaction. 1H NMR (DMSO-d6) δ 8.09 (brs, 1H), 7.87 (d, J=8.7 Hz, 1H), 6.74 (d, J=9.0 Hz, 1H), 6.27 (brs, 2H); MS-EI: (m/z, %) 170 (M+, 100), 140 (28), 124 (35).

後処理

  1. customgiving a yellow suspension
  2. extractionThe mixture was then extracted with dichloromethane
  3. customThe combined organics were dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customgiving a yellow solid
  7. customused directly in the subsequent reaction

出典と根拠

ORDレコード
ord-6c5b3c41325c4c05a926a6970d2485b8
出典データセット
uspto-grants-2012_01
特許番号
US08106043B2

関連ノート

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