1,1'-Carbonyldiimidazole → methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate

HRID 730840Notes

Reaction equation

HRID 730840 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH2:11])[CH:5]=1.[C:13](N1C=CN=C1)(N1C=CN=C1)=[O:14]>>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[NH:10][C:13](=[O:14])[NH:11][C:6]=2[CH:5]=1)=[O:12]

Participants

3

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 1355243,5-Diamino-2-methylbenzoic acid

Product 1

HCID 10352553methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate

Procedure

Methyl-3,4-diaminobenzoate (1.251 g, 7.5 mmol, Lancaster) was reacted with 1,1′-carbonyldiimidazole (2.128 g, 13.1 mmol, Aldrich) under the conditions of Example 1b to give the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 193 (M#1).

Sources & evidence

ORD record
ord-40a28a6c109a42ed967cfc960998c589
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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