Sulfuric Acid → 3-Oxo-1,3-dihydro-2,1-benzoxazole-5,7-dicarboxylic acid

HRID 1277584

反応式

HRID 1277584 の反応式
[N+:1]([C:4]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]([C:16]([OH:18])=[O:17])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O.[Mn]([O-])(=O)(=O)=O.[K+].[N+](C1C(C)=CC(C)=CC=1C)([O-])=O.S(=O)(=O)(O)O>[Zn].C(OCC)(=O)C.O>[C:16]([C:10]1[CH:9]=[C:5]([C:6]([OH:8])=[O:7])[C:4]2[NH:1][O:14][C:13](=[O:15])[C:12]=2[CH:11]=1)([OH:18])=[O:17]

参加物

8

反応物 4

HCID 1118Sulfuric AcidHCID 690512-NitromesityleneHCID 516875Potassium PermanganateHCID 32590422-nitrobenzene-1,3,5-tricarboxylic Acid

生成物 1

HCID 134113503-Oxo-1,3-dihydro-2,1-benzoxazole-5,7-dicarboxylic acid

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of 12.8 g. of nitrotrimesic acid (prepared by alkaline potassium permanganate oxidation of nitromesitylene) in 200 ml. of water containing 30 g. of sulfuric acid are added 6.5 g. of zinc dust in portions at such a rate so as to maintain a temperature of about 25° C. After the addition, the mixture is stirred for an additional 1 hr. After this time, 200 ml. of ethyl acetate are added and the mixture is rapidly stirred for 15 min. The reaction is then filtered by suction through a pad of filter aid. The organic layer is separated, dried and concentrated under reduced pressure, leaving 9.6 g. of crude product which is used directly in the next step. ##STR16##

後処理

  1. additionAfter the addition
  2. stirringthe mixture is rapidly stirred for 15 min
  3. filtrationThe reaction is then filtered by suction through a pad of filter aid
  4. customThe organic layer is separated
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customleaving 9.6 g

出典と根拠

ORDレコード
ord-9c185258b89e45e2afdfb0f5e6b1f0fa
出典データセット
uspto-grants-1981_07
特許番号
US04278598

関連ノート

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