Triethylamine → HCID 19096803, compound

HRID 486991Notes

Reaction equation

HRID 486991 reaction equation
Cl[C:2]([C:4](=[C:10]([CH3:12])[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:3].[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[C:16]([CH3:21])[CH:15]=1.C(N(CC)CC)C>>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:2]([C:4](=[C:10]([CH3:12])[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:3])=[C:16]([CH3:21])[CH:15]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 114234-Bromo-2-methylanilineHCID 19096859HCID 19096859, compound

Product 1

HCID 19096803HCID 19096803, compoundYield 30%

Procedure

In a manner similar to the procedure described in Example I, ethyl 2-chlorocarbonyl-3-methyl-2-butenoate (9.6 grams, 0.05 mole) prepared in Example XXV, 4-bromo-2-methylaniline (5.3 grams, 0.03 mole) and triethylamine (4.0 milliliters, 0.03 mole) were reacted to give 2.9 grams (0.009 mole) of ethyl 2-[(4-bromo- 2-methylphenyl)-aminocarbonyl]-3-methyl-2-butenoate as a white solid having a melting point of 116° C.-119° C. NMR analysis of the product indicated the following:

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-9bd269611bc943fca414f735c690ba60
Source dataset
uspto-grants-1994_03
Patent number
US05292937

Reaction notes

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