Dicyclohexylcarbodiimide → HCID 19891458, compound

HRID 893246Notes

Reaction equation

HRID 893246 reaction equation
[C:1]([C:4]1([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]([CH3:7])[O:5]1)([OH:3])=O.[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[C:16]([CH3:21])[CH:15]=1.C1(N=C=NC2CCCCC2)CCCCC1>>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:1]([C:4]2([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]([CH3:7])[O:5]2)=[O:3])=[C:16]([CH3:21])[CH:15]=1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 114234-Bromo-2-methylanilineHCID 19891463HCID 19891463, compound

Product 1

HCID 19891458HCID 19891458, compoundYield 46.7%

Procedure

Ethyl 2-carboxy-3-methyloxiranecarboxylate (5.09 grams, 0.03 mole), prepared in Part B, 4-bromo-2-methylaniline (5.44 grams, 0.03 mole) and 1,3-dicyclohexylcarbodiimide (6.03 grams, 0.03 mole) were reacted in a manner similar to that described in Example LVII to give 4.72 grams (0.014 mole) of N-(4-bromo-2-methylphenyl)-2-ethoxycarbonyl-3-methyloxiranecarboxamide having a melting point of 57° C.-60° C.

Workup

  1. customwere reacted in a manner similar to

Sources & evidence

ORD record
ord-5e9fe3eeb0354d85b8face049f8d75b5
Source dataset
uspto-grants-1992_06
Patent number
US05123951

Reaction notes

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