Sodium hydride → HCID 178510936, compound

HRID 1278468Notes

Reaction equation

HRID 1278468 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[CH:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:12]#[N:13].Cl.Cl[CH2:22][C:23]1[N:24]=[CH:25][NH:26][CH:27]=1>>[NH:26]1[CH:27]=[C:23]([CH2:22][C:11]([C:5]2[CH:6]=[CH:7][C:8]([Cl:10])=[CH:9][C:4]=2[Cl:3])([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:12]#[N:13])[N:24]=[CH:25]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 12909972HCID 12909972, compoundHCID 178478565HCID 178478565, compound

Product 1

HCID 178510936HCID 178510936, compound

Procedure

According to the scheme of Example 1, 2.04 g. of 50% sodium hydride, 11.64 g. of 2-(2,4-dichlorophenyl)-2-phenylacetonitrile, and 3.06 g. of 4-chloromethylimidazole hydrochloride were reacted at about 60° C. for 2 hours. The reaction mixture was then allowed to cool to ambient temperature and was stirred for 64 hours. The solvent was then evaporated and the reaction mixture was worked up as described in Example 1. The product was converted to the hydrochloride salt, and crystallized from ethyl acetate/diethyl ether to obtain 6.86 g. of the hydrochloride salt of the product named in the heading above, m.p. 215°-218° C.

Workup

  1. customThe solvent was then evaporated
  2. customcrystallized from ethyl acetate/diethyl ether
  3. customto obtain 6.86 g

Sources & evidence

ORD record
ord-02b35343dc3a4e8aa13d33b7472e3445
Source dataset
uspto-grants-1981_07
Patent number
US04281141

Reaction notes

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