Nitrogen → 2-((2-(methoxymethyl)thiazol-5-yl)methyl)-2H-1,2,3-triazol-4-amine

HRID 82832ノート

反応式

HRID 82832 の反応式
N#N.[CH3:3][O:4][CH2:5][C:6]1[S:7][C:8]([CH2:11][N:12]2[N:16]=[C:15]([N+:17]([O-])=O)[CH:14]=[N:13]2)=[CH:9][N:10]=1.[NH4+].[Cl-]>CCO.O.[Fe]>[CH3:3][O:4][CH2:5][C:6]1[S:7][C:8]([CH2:11][N:12]2[N:16]=[C:15]([NH2:17])[CH:14]=[N:13]2)=[CH:9][N:10]=1

参加物

7

反応物 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 679580972-(methoxymethyl)-5-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)thiazole

生成物 1

HCID 679581002-((2-(methoxymethyl)thiazol-5-yl)methyl)-2H-1,2,3-triazol-4-amine

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 2-(methoxymethyl)-5-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)thiazole (109 mg, 0.43 mmol), iron powder (72 mg, 1.28 mmol) and NH4Cl (115 mg, 2.14 mmol) in a mixture of EtOH (2.0 mL) and water (1.0 mL) was stirred at 85° C. for 15 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (5 mL) was added followed by 1N NaOH (5 mL). The layers were separated and the aq. layer was extracted with CH2Cl2 (2×5 mL). The combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. LC-MS-conditions 07: tR=0.50 min; [M+H]+=225.93.

後処理

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. additionCH2Cl2 (5 mL) was added
  4. customThe layers were separated
  5. extractionthe aq. layer was extracted with CH2Cl2 (2×5 mL)
  6. dry with materialextracts were dried over Na2SO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure

出典と根拠

ORDレコード
ord-63b8dd8d0f814c148c2c9bc68e85b371
出典データセット
uspto-grants-2014_09
特許番号
US08846733B2

反応ノート

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