Carbamic acid, (1,3-dioxo-1,3-propanediyl)bis-, diethyl ester → HCID 11329229、化合物

HRID 1072477

反応式

HRID 1072477 の反応式
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:11]=[C:10]([Cl:12])[C:9]([C:13]([CH3:17])([CH3:16])[C:14]#[N:15])=[C:8]([Cl:18])[CH:7]=1.C([O-])(=O)C.[Na+].[CH2:24]([O:26][C:27](=[O:40])[NH:28][C:29](=[O:39])[CH2:30][C:31]([NH:33][C:34](=[O:38])[O:35][CH2:36][CH3:37])=[O:32])[CH3:25]>O.C(O)(=O)C.Cl>[Cl:18][C:8]1[CH:7]=[C:6]([NH:5][N:1]=[C:30]([C:31]([NH:33][C:34](=[O:38])[O:35][CH2:36][CH3:37])=[O:32])[C:29]([NH:28][C:27](=[O:40])[O:26][CH2:24][CH3:25])=[O:39])[CH:11]=[C:10]([Cl:12])[C:9]=1[C:13]([C:14]#[N:15])([CH3:16])[CH3:17]

参加物

8

反応物 4

HCID 154305Carbamic acid, (1,3-dioxo-1,3-propanediyl)bis-, diethyl esterHCID 517045Sodium AcetateHCID 112416692-(4-Amino-2,6-dichloro-phenyl)-2-methyl-propionitrileHCID 23668193Sodium Nitrite

生成物 1

HCID 11329229HCID 11329229、化合物収率 84%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

反応条件

温度
10 °C

実験手順

A solution of NaNO2 (0.36 mole) in H2O (50 ml) was added to a solution of intermediate (3) (0.34 mole) in acetic acid (700 ml) and HCl (102 ml), stirred at 10° C. The reaction mixture was stirred for 80 minutes at 10° C. A powdered mixture of sodium acetate (1.02 mole) and diethyl(1,3-dioxo-1,3-propanediyl)biscarbamate (0.374 mole) was added and the reaction mixture was stirred for 40 minutes. The reaction mixture was poured out onto crushed ice. The precipitate was filtered off, washed with water, taken up into CH2Cl2, and the layers were separated. The organic layer was dried, filtered and the solvent evaporated, yielding 138.5 g (84%) of diethyl N,N′-[2-[[3,5-dichloro-4-(1-cyano-1-methylethyl)phenyl]hydrazono]-1,3-dioxo-1,3-propanediyl]dicarbamate (intermediate 4).

後処理

  1. stirringThe reaction mixture was stirred for 80 minutes at 10° C
  2. additionwas added
  3. stirringthe reaction mixture was stirred for 40 minutes
  4. additionThe reaction mixture was poured out
  5. customonto crushed ice
  6. filtrationThe precipitate was filtered off
  7. washwashed with water
  8. customthe layers were separated
  9. customThe organic layer was dried
  10. filtrationfiltered
  11. customthe solvent evaporated

出典と根拠

ORDレコード
ord-e3baf4461cee4dd18dced4638a922300
出典データセット
uspto-grants-2005_06
特許番号
US06911444B2

関連ノート

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