Acetic Acid → 5-Iodo-6-methylpyridin-3-amine

HRID 1894904ノート

反応式

HRID 1894904 の反応式
[I:1][C:2]1[C:3]([CH3:11])=[N:4][CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.C(O)(=O)C>C(O)C.CCOC(C)=O.O.C([O-])([O-])=O.[Na+].[Na+].[Fe]>[I:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[N:4][C:3]=1[CH3:11]

参加物

8

反応物 2

HCID 176Acetic AcidHCID 591983253-Iodo-2-methyl-5-nitropyridine

生成物 1

HCID 591982915-Iodo-6-methylpyridin-3-amine

試薬・触媒・溶媒 5

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 10340Sodium Carbonate溶媒

反応条件

温度
85 °C

実験手順

To a solution of 3-iodo-2-methyl-5-nitropyridine (125 mg, 0.4734 mmol) in ethanol (3 mL) was added acetic acid (0.50 mL, 8.8 mmol) and iron powder (140 mg, 2.6 mmol). The reaction was heated at 85° C. for 30 minutes and was diluted with EtOAc, water, and saturated Na2CO3. Then it was filtered and extracted with EtOAc and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and stripped in vacuo. 1H NMR (400 MHz, CDCl3): δ 7.96 (d, 1H), 7.44 (d, 1H), 3.57 (br s, 2H), 2.61 (s, 3H); MS (ES) (M+H)=235.

後処理

  1. filtrationThen it was filtered
  2. extractionextracted with EtOAc
  3. washthe organic extracts were washed with water, saturated NaCl
  4. dry with materialdried (MgSO4)

出典と根拠

ORDレコード
ord-74a137b31200435abdca8cf2f79013da
出典データセット
uspto-grants-2013_08
特許番号
US08513270B2

反応ノート

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