Hydrochloric Acid → HCID 13247647、化合物

HRID 543318ノート

反応式

HRID 543318 の反応式
[Mg].ClC1C=CC(Br)=CC=1.C(C1C(N2C=CN=C2)=NC=CC=1)#N.[Cl-].[NH4+].[Cl:25][C:26]1[CH:44]=[CH:43][C:29]([C:30]([C:32]2[C:33]([N:38]3[CH:42]=[CH:41][N:40]=[CH:39]3)=[N:34][CH:35]=[CH:36][CH:37]=2)=N)=[CH:28][CH:27]=1.Cl.CC[O:48]CC>C1C=CC=CC=1>[Cl:25][C:26]1[CH:44]=[CH:43][C:29]([C:30]([C:32]2[C:33]([N:38]3[CH:42]=[CH:41][N:40]=[CH:39]3)=[N:34][CH:35]=[CH:36][CH:37]=2)=[O:48])=[CH:28][CH:27]=1

参加物

9

反応物 7

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 7806p-BromochlorobenzeneHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 132476462-(1H-Imidazol-1-yl)pyridine-3-carbonitrileHCID 20206220HCID 20206220、化合物

生成物 1

HCID 13247647HCID 13247647、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

A Grignard reagent which is prepared by reacting 1.9 g of magnesium with 15 g of p-chlorobromobenzene in 150 ml of anhydrous ether is added to a suspension of 10.2 g of 3-cyano-2-(1-imidazolyl)pyridine in 200 ml of benzene at 30°-35° C. After the addition is complete, the whole mixture is stirred at room temperature for 1.5 hours. The reaction mixture is treated with an aqueous ammonium chloride solution under ice cooling. To the benzene layer containing the resulting 3-(4-chlorobenzimidoyl)-2-(1-imidazolyl)pyridine is added dilute hydrochloric acid and the mixture is stirred at 35° C. for 10 minutes for hydrolysis. The dilute hydrochloric acid layer is separated and made alkaline with sodium hydroxide and then extracted with chloroform. The chloroform layer is washed with water, dried and concentrated to give 3-(4-chlorobenzoyl)-2-(1-imidazolyl)pyridine as an oil in high yield. This oily product can be used in the next reaction without isolation, but when the oil is treated with toluene, crystallization takes place. Upon recrystallization from toluene the product is obtained as white crystals, melting at 118°-120° C.

後処理

  1. additionAfter the addition
  2. stirringthe mixture is stirred at 35° C. for 10 minutes for hydrolysis
  3. customThe dilute hydrochloric acid layer is separated
  4. extractionextracted with chloroform
  5. washThe chloroform layer is washed with water
  6. customdried
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-ee96b161857848ae95f255b3e8ca2a4b
出典データセット
uspto-grants-1987_04
特許番号
US04661603

反応ノート

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