tert-Butoxy bis(dimethylamino)methane → HCID 54070090, compound

HRID 1614308Notes

Reaction equation

HRID 1614308 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([N:13]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH3:14])[S:11][CH:12]=2)=[CH:4][CH:3]=1.C(O[CH:25](N(C)C)[N:26]([CH3:28])[CH3:27])(C)(C)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([N:13]([C:15](=[CH:25][N:26]([CH3:28])[CH3:27])[C:16]([O:18][CH3:19])=[O:17])[CH3:14])[S:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 14748493methyl N-[4-(4-bromophenyl)-2-thiazolyl]-N-methylamino-acetate

Product 1

HCID 54070090HCID 54070090, compoundYield 89%

Procedure

17 g (0.04982 mol) of methyl N-[4-(4-bromophenyl)-2-thiazolyl]-N-methylamino-acetate and 17.4 g (0.1078 mol) of t-butoxy-bis-(dimethylamino)-methane are stirred for 6 hours at 100° C., the mixture is cooled, treated with ice-water and stirred for a few hours at room temperature, and precipitated crystals are filtered off with suction and dried. 17.5 g (89% of theory) of methyl 2-{N-[4-(4-bromophenyl)-2-thiazolyl]-N-methylamino}-3-dimethylaminoacrylate of melting point 184°-185° C. are obtained.

Workup

  1. temperaturethe mixture is cooled
  2. customprecipitated crystals
  3. filtrationare filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-fdf26564ad854a968e1c803380a70cb8
Source dataset
uspto-grants-1993_03
Patent number
US05196541

Reaction notes

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