Formaldehyde → N1,6-dimethylbenzene-1,3-diamine

HRID 372624ノート

反応式

HRID 372624 の反応式
NC1C=C([N+]([O-])=O)C=CC=1C.OS(O)(=O)=O.C=O.[OH-].[Na+].[CH3:21][NH:22][C:23]1[CH:28]=[C:27]([N+:29]([O-])=O)[CH:26]=[CH:25][C:24]=1[CH3:32]>O.[Pd]>[CH3:21][NH:22][C:23]1[CH:28]=[C:27]([NH2:29])[CH:26]=[CH:25][C:24]=1[CH3:32]

参加物

8

反応物 5

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 74442-Methyl-5-NitroanilineHCID 14798Sodium HydroxideHCID 13317617N,2-dimethyl-5-nitroaniline

生成物 1

HCID 14647189N1,6-dimethylbenzene-1,3-diamine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

15.4 g. (0.1M) of 2-amino-4-nitrotoluene was dissolved in 100 ml. 96% H2SO4 at room temperature with stirring and 50 ml. of a 36% solution of formaldehyde in H2O was added. The mixture was stirred for 30 minutes and poured on ice, neutralized with NaOH, filtered and washed. There was obtained 16.1 g. of 2-methylamino-4-nitrotoluene; m.p. 107°-108° (Gnehm/Blume. Ann. 304, 100, gives 107.5° C). 8.3 g. of the above compound was reduced catalytically with Pd as catalyst and the free amine produced was reacted with HCl to form 10 g. of the dihydrochloride (the free amine is liquid). ##STR9##

後処理

  1. additionpoured on ice
  2. filtrationfiltered
  3. washwashed
  4. customThere was obtained 16.1 g
  5. customm.p. 107°-108° (Gnehm/Blume. Ann. 304, 100, gives 107.5° C)

出典と根拠

ORDレコード
ord-378daca2bbec4b98ab84c6e6730b020e
出典データセット
uspto-grants-1978_05
特許番号
US04092102

反応ノート

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