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Hydrochloric Acid → HCID 131720911、化合物

HRID 355360
ノート
印刷プレビュー

反応式

HRID 355360 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([CH:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:10]#[N:11])=[C:4]([Cl:19])[CH:3]=1.Cl.[N:21]([O-])=O.[Na+].C([O-])(=O)C.[Na+].[CH2:30]([O:32][C:33](=[O:40])[NH:34][C:35](=[O:39])[CH2:36][C:37]#[N:38])[CH3:31]>O.C(O)(=O)C>[CH2:30]([O:32][C:33](=[O:40])[NH:34][C:35](=[O:39])[C:36](=[N:21][NH:1][C:2]1[CH:3]=[C:4]([Cl:19])[C:5]([CH:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:10]#[N:11])=[C:6]([Cl:8])[CH:7]=1)[C:37]#[N:38])[CH3:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 23112N-CyanoacetylethylcarbamateHCID 517045Sodium AcetateHCID 15068435(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile2 回HCID 23668193Sodium Nitrite

生成物 1

HCID 131720911HCID 131720911、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

To a stirred and cooled (5-10 degrees C) mixture of 15.2 parts of 4-amino-2,6-dichloro-α-(4-chlorophenyl)-benzeneacetonitrile (intermediate 2), 14.4 parts of concentrate hydrochloric acid and 125 parts of acetic acid is added dropwise, during a 30 minutes period, a solution of 3.5 parts of sodium nitrite in 15 parts of water at about 10 degrees C. Upon completion, the whole is stirred for 30 minutes and then 10 parts of sodium acetate and 7.8 parts of ethyl(2-cyanoacetyl)carbamate are added, during a period of 2 hours, at room temperature. The reaction mixture is poured into 500 parts of water. The product is filtered off, washed with water and dissolved in dichloromethane. The organic layer is dried, filtered and evaporated. The residue is purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated in vacuo. The residue is stirred in 2-propanol. The product is filtered off, washed with 2,2'-oxybispropane and dried, yielding ethyl[2-[[3,5-dichloro-4-[(4-chlorophenyl)cyanomethyl]phenyl]hydrazono]-2-cyanoacetyl]carbamate (intermediate 3).

後処理

  1. temperaturecooled
  2. additionis added dropwise, during a 30 minutes period
  3. customat about 10 degrees C
  4. stirringUpon completion, the whole is stirred for 30 minutes
  5. filtrationThe product is filtered off
  6. washwashed with water
  7. dissolutiondissolved in dichloromethane
  8. customThe organic layer is dried
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is purified by column chromatography over silica gel using
  12. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  13. customThe pure fractions are collected
  14. customthe eluent is evaporated in vacuo
  15. stirringThe residue is stirred in 2-propanol
  16. filtrationThe product is filtered off
  17. washwashed with 2,2'-oxybispropane
  18. customdried

出典と根拠

ORDレコード
ord-0d95f4f2b70444fb9f1b10efe3ac07a5
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05830893

反応ノート

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