Hydrazinium chloride → HCID 58307451、化合物

HRID 222790

反応式

HRID 222790 の反応式
[CH3:1][C:2]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([CH3:13])O[C:4](=[O:5])[CH:3]=1.Cl.[NH2:15][NH2:16]>C(O)C>[CH3:12][O:11][C:9]([C:8]1[C:2]([CH3:1])=[CH:3][C:4](=[O:5])[N:15]([NH2:16])[C:7]=1[CH3:13])=[O:10]

参加物

4

反応物 2

HCID 115031Hydrazinium chlorideHCID 1704852H-Pyran-5-carboxylic acid, 4,6-dimethyl-2-oxo-, methyl ester

生成物 1

HCID 58307451HCID 58307451、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
160 °C

実験手順

A mixture of methyl isodehydroacetate (24.0 g, 132 mmol) and hydrazine monohydrochloride (9.6 g, 140 mmol) in ethanol (30 mL) was heated under microwave irradiation at 160° C. for 2 hours. It was filtered and the obtained solution was evaporated. The oil was partitioned between sat. aq. Na2CO3 and ethyl acetate (3×250 mL). The combined organic solution was washed with brine, dried (Na2SO4) and evaporated. The title product was purified by flash chromatography (yield 2.8 g, 10%). LC-MS (m/z) 197.0 (MH+); tR=0.57 (method C). 1H NMR (600 MHz, CDCl3): 2.20 (s, 3H, Me), 2.52 (s, 3H, Me), 3.88 (s, 3H, OMe), 5.16 (s, 2H, NH2), 6.35 (s, 1H, C5-H).

後処理

  1. filtrationIt was filtered
  2. customthe obtained solution was evaporated
  3. customThe oil was partitioned between sat. aq. Na2CO3 and ethyl acetate (3×250 mL)
  4. washThe combined organic solution was washed with brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customThe title product was purified by flash chromatography (yield 2.8 g, 10%)

出典と根拠

ORDレコード
ord-3bd340761fa441a3afbe1e7e93423670
出典データセット
uspto-grants-2012_06
特許番号
US08207347B2

関連ノート

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