Barbituric Acid → Ethylenediamine

HRID 128358

反応式

HRID 128358 の反応式
C1C=C2C(N)=NC(=N)C2=CC=1.[C:12]([CH2:14][C:15]([NH:17][CH2:18][CH2:19][NH:20][C:21](=[O:25])[CH2:22][C:23]#[N:24])=[O:16])#[N:13].[NH:26]1[C:33](=O)[CH2:32][C:30](=[O:31])NC1=O.C1C(=NNC2C=CC(/C=C/C3C=CC(NN=C4C=CC(=O)C=C4)=CC=3S([O-])(=O)=O)=C(S([O-])(=O)=O)C=2)C=C[C:37](=[O:38])[CH:36]=1.[Na+].[Na+]>O.C(O)(=O)C>[C:23]([CH2:22][C:21]([NH:20][CH2:19][CH2:18][NH:17][C:15](=[O:16])[CH2:14][C:12]#[N:13])=[O:25])#[N:24].[CH2:19]([NH2:20])[CH2:18][NH2:17].[C:33]([CH2:32][C:30]([O:38][CH2:37][CH3:36])=[O:31])#[N:26]

参加物

9

反応物 4

HCID 6211Barbituric AcidHCID 189801H-Isoindol-3-amine, 1-imino-HCID 76682N,N'-Ethylenebis(2-cyanoacetamide)HCID 178516258HCID 178516258、化合物

生成物 3

HCID 3301EthylenediamineHCID 7764Ethyl cyanoacetateHCID 76682N,N'-Ethylenebis(2-cyanoacetamide)

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

3.87 g of 1-amino-3-imino-isoindolenine and 1.95 g of bis-cyanoacetylethylenediamine are heated in 50 ml of water for 2 hours to reflux temperature. Then 2.56 g of barbituric acid and 20 ml of acetic acid are added and the mixture is refluxed for a further 5 hours. The pigment is collected hot with suction and washed with water and dried, affording 5.1 g of a yellow colourant powder. When incorporated in lacquers without further treatment, this pigment produces brilliant, strong colourations of outstanding fastness to overstripe bleeding. For incorporation in printing inks or plastics, the pigment is advantageously brought into the form of a preparation. This is accomplished by known methods by coating the finely dispersed pigment with substrate-compatible resins. When the pigment is used in printing, brilliant yellow colourations of excellent lightfastness are obtained. The bis-cyanoacetylethylenediamine (m.p. 191° C.) is obtained by conventional methods by reaction of ethylenediamine with ethyl cyanoacetate.

後処理

  1. temperatureto reflux temperature
  2. temperaturethe mixture is refluxed for a further 5 hours
  3. customThe pigment is collected hot with suction
  4. washwashed with water
  5. customdried
  6. customaffording 5.1 g of a yellow colourant powder
  7. customthis pigment produces brilliant
  8. customthe pigment is advantageously brought into the form of a preparation
  9. customare obtained

出典と根拠

ORDレコード
ord-ecf5468935cf4ef5bb8fd07f3c8d4f85
出典データセット
uspto-grants-1981_03
特許番号
US04259488

関連ノート

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