Methane → HCID 54024057、化合物

HRID 1389306ノート

反応式

HRID 1389306 の反応式
[C:1]1([CH:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:16]=[C:17](N)[C:18](NC)=[CH:19][CH:20]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:30][C:31]([NH2:33])=[O:32].[CH4:34]>O.Cl>[C:24]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]4[N:30]([CH3:34])[C:31](=[O:32])[NH:33][C:17]=4[CH:16]=3)[CH2:10][CH2:9]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

6

反応物 3

HCID 297MethaneHCID 1176UreaHCID 30178794-{[4-(Diphenylmethyl)piperazin-1-yl]methyl}-N~1~-methylbenzene-1,2-diamine

生成物 1

HCID 54024057HCID 54024057、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

反応条件

温度
190 °C

実験手順

A mixture of 4.64 parts of 4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -methyl-1,2-benzenediamine and 1.2 parts of urea is stirred and heated for 1.50 hours at 190° C. The reaction mixture is cooled and dissolved in a mixture of 150 parts of water and 6 parts of a hydrochloric acid solution 10 N. The solution is treated with activated charcoal. The latter is filtered off and the filtrate is alkalized with a sodium hydroxide solution 5 N. The product is extracted three times with dichloromethane. The combined extracts are dried, filtered and evaporated. The solid residue is stirred in 20 parts of ethanol. The product is filtered off and purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (97.5:2.5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The solid residue is treated with 20 parts of ethanol. The product is filtered off, washed with a small amount of ethanol and dried, yielding 1.7 parts of 5-[ 4-(diphenylmethyl)-1-piperazinylmethyl]-1,3-dihydro-1-methyl-2H-benzimidazol-2-one; mp. 246° C.

後処理

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe latter is filtered off
  3. extractionThe product is extracted three times with dichloromethane
  4. customThe combined extracts are dried
  5. filtrationfiltered
  6. customevaporated
  7. stirringThe solid residue is stirred in 20 parts of ethanol
  8. filtrationThe product is filtered off
  9. custompurified by column-chromatography over silica gel using
  10. additiona mixture of trichloromethane and methanol (97.5:2.5 by volume) as eluent
  11. customThe pure fractions are collected
  12. customthe eluent is evaporated
  13. additionThe solid residue is treated with 20 parts of ethanol
  14. filtrationThe product is filtered off
  15. washwashed with a small amount of ethanol
  16. customdried

出典と根拠

ORDレコード
ord-7c4885e4eae34216bf420ebbc24e88f7
出典データセット
uspto-grants-1981_01
特許番号
US04243806

反応ノート

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