1,1'-Carbonyldiimidazole → HCID 10126855, compound

HRID 583766Notes

Reaction equation

HRID 583766 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:13][C:14]1[S:18][C:17]([C:19]([OH:21])=O)=[CH:16][C:15]=1[NH:22][C:23](=[O:31])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH2:32]([NH2:42])[C:33]1[CH:41]=[CH:40][C:39]2[O:38][CH2:37][O:36][C:35]=2[CH:34]=1>>[O:38]1[C:39]2[CH:40]=[CH:41][C:33]([CH2:32][NH:42][C:19]([C:17]3[S:18][C:14]([CH3:13])=[C:15]([NH:22][C:23](=[O:31])[CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:16]=3)=[O:21])=[CH:34][C:35]=2[O:36][CH2:37]1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 69693616HCID 69693616, compound

Product 1

HCID 10126855HCID 10126855, compoundYield 95.7%

Procedure

The title compound was prepared according to the procedure described for Example 2 using carbonyldiimidazole (0.26 g, 1.7 mmol), 5-methyl-4-phenylacetylamino-thiophene-2-carboxylic acid from Example 10, Step 1 (0.3 g, 1.1 mmol), and piperonyl amine (0.17 g, 1.1 mmol) to afford 0.43 g of 5-methyl-4-phenylacetylamino-thiophene-2-carboxylic acid (1,3-benzodioxol-5-ylmethyl)-amide. A sample of the product was chromatographed on silica gel, eluting with ethyl acetate. Evaporation of the effluent under reduced pressure gave product with a mp 138-140° C.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-11e91dd16a404dd29c7baa9978e15562
Source dataset
uspto-grants-2005_08
Patent number
US06924276B2

Reaction notes

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