Nitric Acid → 1,3-Dimethyl-2,4-dinitrobenzene

HRID 1154004ノート

反応式

HRID 1154004 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N+:9]([O-:11])=[O:10].S(=O)(=O)(O)O.[N+:17]([O-])([OH:19])=[O:18].O>C(Cl)Cl>[CH3:8][C:4]1[CH:5]=[CH:6][C:7]([N+:17]([O-:19])=[O:18])=[C:2]([CH3:1])[C:3]=1[N+:9]([O-:11])=[O:10]

参加物

6

反応物 4

HCID 944Nitric AcidHCID 962WaterHCID 1118Sulfuric Acid2 回HCID 66722,6-Dimethylnitrobenzene

生成物 1

HCID 690421,3-Dimethyl-2,4-dinitrobenzene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1,3-dimethyl-2-nitrobenzene (151.2 g) is dissolved in 500 ml of CH2Cl2 and cooled to below 0° C. in a methanol ice bath. Sulfuric acid (200 ml) is added dropwise, maintaining a temperature at below 0° C. After the sulfuric acid addition is complete, fuming nitric acid (86 ml) is added dropwise at a rate which maintains the temperature between -5° to -2° C. After the addition is complete, the mixture is stirred at -3° to -5° C. for 2 hours. 200 ml of water are carefully added to the aqueous acidic layer and, after cooling to RT, the mixture is extracted with 600 ml of CH2Cl2. The extracts are combined and washed with 600 ml of H2O, saturated NaCl solution and dried overnight. The mixture is filtered and the filtrate concentrated to give 192.2 grams of a yellow solid, M.P. 81°-83° C.

後処理

  1. temperaturecooled to below 0° C. in a methanol ice bath
  2. temperaturemaintaining a temperature at below 0° C
  3. custombetween -5° to -2° C
  4. additionAfter the addition
  5. extractionthe mixture is extracted with 600 ml of CH2Cl2
  6. washwashed with 600 ml of H2O, saturated NaCl solution
  7. customdried overnight
  8. filtrationThe mixture is filtered
  9. concentrationthe filtrate concentrated

出典と根拠

ORDレコード
ord-8f593c119b78473e8f38d45391458ea3
出典データセット
uspto-grants-1984_12
特許番号
US04487779

反応ノート

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