1,1'-Carbonyldiimidazole → HCID 10217266, compound

HRID 583756Notes

Reaction equation

HRID 583756 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)(N1C=CN=C1)=[O:2].[CH3:13][O:14][C:15]1[CH:19]=[C:18](C(O)=O)[S:17][C:16]=1[C:23]([OH:25])=O.[CH2:26]([NH2:36])[C:27]1[CH:35]=[CH:34][C:33]2[O:32][CH2:31][O:30][C:29]=2[CH:28]=1>>[O:32]1[C:33]2[CH:34]=[CH:35][C:27]([CH2:26][NH:36][C:23]([C:16]3[S:17][C:18]([C:1]([NH:8][CH2:12][C:11]4[CH:27]=[CH:28][C:29]5[O:30][CH2:31][O:32][C:33]=5[CH:34]=4)=[O:2])=[CH:19][C:15]=3[O:14][CH3:13])=[O:25])=[CH:28][C:29]=2[O:30][CH2:31]1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 22342518HCID 22342518, compound

Product 1

HCID 10217266HCID 10217266, compoundYield 89.7%

Procedure

The title compound was prepared according to the procedure of Example 2 using carbonyldiimidazole (1.0 g, 6.2 mmol), 3-methoxy-2,5-thiophenedicarboxylic acid (0.5 g, 2.5 mmol), and piperonylamine (0.85 g, 5.6 mmol) to afford 1.05 g of 3-methoxy-thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]. Recrystallization of a sample from dimethylformamide gave product with a mp 191-195° C.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-03e6e2723c584a4dac86df1310bb01c6
Source dataset
uspto-grants-2005_08
Patent number
US06924276B2

Reaction notes

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