Isopropylamine → 3-methyl-N-(1-methylethyl)-2-nitrobenzamide

HRID 475450

反応式

HRID 475450 の反応式
[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.C(N(CC)CC)C.ClC(OCC)=O.[CH:27]([NH2:30])([CH3:29])[CH3:28]>C(Cl)Cl.O>[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:30][CH:27]([CH3:29])[CH3:28])=[O:7]

参加物

7

反応物 4

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 215753-Methyl-2-nitrobenzoic acid

生成物 1

HCID 8902723-methyl-N-(1-methylethyl)-2-nitrobenzamide収率 80.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 3-methyl-2-nitrobenzoic acid (2.00 g, 11.0 mmol) and triethylamine (1.22 g, 12.1 mmol) in 25 mL of methylene chloride was cooled to 10° C. Ethyl chloroformate was carefully added and a solid precipitate formed. After stirring for 30 minutes isopropylamine (0.94 g, 16.0 mmol) was added and a homogeneous solution resulted. The reaction was stirred for an additional hour, poured into water and extracted with ethyl acetate. The organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure to afford 1.96 g of the desired intermediate as a white solid melting at 126-128° C.

後処理

  1. customa solid precipitate formed
  2. additionwas added
  3. customa homogeneous solution resulted
  4. extractionextracted with ethyl acetate
  5. washThe organic extracts were washed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-7c82e4a810ce4671bac96a83a23a72e0
出典データセット
uspto-grants-2014_01
特許番号
US08637552B2

関連ノート

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