Dimethylformamide → 2,5-Dichloro-3-nitrobenzoic acid

HRID 1414131

反応式

HRID 1414131 の反応式
[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9](C(O)=O)[C:8]([Cl:17])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CN(C)C=O>>[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:17])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

3

反応物 2

HCID 6228DimethylformamideHCID 2809622,5-Dichloro-3-nitrobenzene-1,4-dicarboxylic acid

生成物 1

HCID 69512,5-Dichloro-3-nitrobenzoic acid

実験手順

0.0008 moles of 2,5-dichloro-3-nitro-terephthalic acid were refluxed for 1 hour in 0.334 moles of dimethyl formamide (DMF), after which time the reaction mixture was flash evaporated to remove most of the DMF. To the residue was added 60 ml of water with agitation, and an orange precipitate formed which was filtered off and washed. The precipitate was dissolved in approximately 50 ml of saturated sodium bicarbonate solution, refiltered and then extracted with chloroform. The aqueous phase was acidified with 10% hydrochloric acid to complete precipitation, and the resulting precipitate was filtered, washed and dried to give an 85% crude yield of 2,5-dichloro-3-nitro-benzoic acid. Subsequent GLC analysis showed it to be 95.8% pure--thus, the yield of the process was 79.5% of theoretical.

後処理

  1. customevaporated
  2. customto remove most of the DMF
  3. additionTo the residue was added 60 ml of water with agitation
  4. customan orange precipitate formed which
  5. filtrationwas filtered off
  6. washwashed
  7. dissolutionThe precipitate was dissolved in approximately 50 ml of saturated sodium bicarbonate solution
  8. extractionextracted with chloroform
  9. customprecipitation
  10. filtrationthe resulting precipitate was filtered
  11. washwashed
  12. customdried

出典と根拠

ORDレコード
ord-09bc653302b248e1a39eeaae7ca15bde
出典データセット
uspto-grants-1981_02
特許番号
US04252979

関連ノート

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