Hydrochloric Acid → HCID 20535132、化合物

HRID 1680929ノート

反応式

HRID 1680929 の反応式
[NH2:1][C:2]1[N:7]2[O:8][C:9](=[O:11])[N:10]=[C:6]2[N:5]=[C:4]([N:12]([CH2:16][CH:17]=[CH2:18])[CH2:13][CH:14]=[CH2:15])[N:3]=1.C(Cl)(Cl)Cl.[Cl:23][C:24]1[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[C:25]=1[C:26](Cl)=[O:27].Cl>O.C(N(CC)CC)C>[Cl:23][C:24]1[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[C:25]=1[C:26]([NH:1][C:2]1[N:7]2[O:8][C:9](=[O:11])[N:10]=[C:6]2[N:5]=[C:4]([N:12]([CH2:16][CH:17]=[CH2:18])[CH2:13][CH:14]=[CH2:15])[N:3]=1)=[O:27]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 783922,6-Dichlorobenzoyl chlorideHCID 20535125HCID 20535125、化合物

生成物 1

HCID 20535132HCID 20535132、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8471Triethylamine溶媒

実験手順

5.0 g. of 7-amino-5-diallylamino-2H-[1,2,4]oxadiazolo[2,3-a]-s-triazin-2-one are mixed with 150 ml. of chloroform, 10 ml. of triethylamine and 4.5 ml. of 2,6-dichlorobenzoyl chloride and heated to reflux for 7 hours. The mixture is then cooled, diluted with water, adjusted to pH 4 with hydrochloric acid and extracted with chloroform. The combined organic extracts are dried over sodium sulfate and evaporated to dryness under reduced pressure. The residue is chromatographed over silica gel using a mixture of methylene chloride and methanol (99:1) for the elution. Recrystallization from diisopropyl ether and methylene chloride yields pure 2,6-dichloro-N-{5-diallylamino-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]-s-triazin-7-yl}benzamide having a melting point of 133°-135° C.

後処理

  1. temperatureto reflux for 7 hours
  2. temperatureThe mixture is then cooled
  3. extractionextracted with chloroform
  4. dry with materialThe combined organic extracts are dried over sodium sulfate
  5. customevaporated to dryness under reduced pressure
  6. customThe residue is chromatographed over silica gel using
  7. additiona mixture of methylene chloride and methanol (99:1)
  8. washfor the elution
  9. customRecrystallization from diisopropyl ether and methylene chloride

出典と根拠

ORDレコード
ord-65b49f1d7b9a488b9a0237b18248f526
出典データセット
uspto-grants-1981_06
特許番号
US04276417

反応ノート

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