1,1'-Carbonyldiimidazole → HCID 20257587, compound

HRID 1583997Notes

Reaction equation

HRID 1583997 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[N:23]1([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][NH2:33])[CH:27]=[CH:26][N:25]=[CH:24]1>O1CCCC1>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:6]([NH:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][N:23]2[CH:27]=[CH:26][N:25]=[CH:24]2)=[O:8])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 792226-Chloronicotinic acidHCID 71384341H-Imidazole-1-pentanamine

Product 1

HCID 20257587HCID 20257587, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1.58 g of 6-chloronicotinic acid and 1.62 g of 1,1'-carbonyldiimidazole in 30 ml of tetrahydrofuran was stirred at room temperature for 3 hours. Then 1.52 g of 1H-imidazole-1-pentanamine was added. The procedure of Example 36 was followed to conclusion and gave 2.3 g of the compound of the Example as white crystals, mp 110°-112° C.

Sources & evidence

ORD record
ord-9d2fee5e288d4186b8186d194580de9b
Source dataset
uspto-grants-1985_11
Patent number
US04555519

Reaction notes

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