1,1'-Carbonyldiimidazole → HCID 10151342, compound

HRID 583758Notes

Reaction equation

HRID 583758 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)(N1C=CN=C1)=[O:2].[S:13]1[CH:17]=[C:16](C(O)=O)[CH:15]=[C:14]1[C:21]([OH:23])=O.[CH2:24]([NH2:34])[C:25]1[CH:33]=[CH:32][C:31]2[O:30][CH2:29][O:28][C:27]=2[CH:26]=1>>[O:30]1[C:31]2[CH:32]=[CH:33][C:25]([CH2:24][NH:34][C:21]([C:14]3[S:13][CH:17]=[C:16]([C:1]([NH:8][CH2:12][C:11]4[CH:25]=[CH:26][C:27]5[O:28][CH2:29][O:30][C:31]=5[CH:32]=4)=[O:2])[CH:15]=3)=[O:23])=[CH:26][C:27]=2[O:28][CH2:29]1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 255851Thiophene-2,4-dicarboxylic acid

Product 1

HCID 10151342HCID 10151342, compoundYield 91.2%

Procedure

The title compound was prepared according to the procedure described for Example 2 using carbonyldiimidazole (1.2 g, 7.4 mmol), 2,4-thiophene-dicarboxylic acid (0.5 g, 3.0 mmol), and piperonylamine (1.05 g, 6.7 mmol) to afford 1.2 g of thiophene-2,4-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]. Recrystallization of a sample from ethanol gave product with a mp 174-175° C.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-fcf7336b18234291b0a8d7e23bd008c6
Source dataset
uspto-grants-2005_08
Patent number
US06924276B2

Reaction notes

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