tert-Butoxy bis(dimethylamino)methane → HCID 54409687, compound

HRID 361557Notes

Reaction equation

HRID 361557 reaction equation
[Cl:1][C:2]1[C:3]([S:12][CH3:13])=[N:4][C:5]([CH3:11])=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.C(O[CH:19](N(C)C)[N:20]([CH3:22])[CH3:21])(C)(C)C>>[Cl:1][C:2]1[C:3]([S:12][CH3:13])=[N:4][C:5]([CH:11]=[CH:19][N:20]([CH3:22])[CH3:21])=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 54344715HCID 54344715, compound

Product 1

HCID 54409687HCID 54409687, compoundYield 92.2%

Conditions

Temperature
100 °C

Procedure

3-Chloro-6-methyl-2-methylthio-5-nitropyridine (D7) (1.35 g, 6.18 mmol) was treated with tert-butoxy-bis(dimethylamino)methane (1.26 ml, 7.41 mmol) and was heated to 100° C. with stirrng. After 0.5 h, the reaction mixture was allowed to cool and was triturated with petroleum ether (60-80) (15 ml). The resultant dark solid was then filtered off and dried in vacuo to give the title compound as a dark red solid (1.56 g, 92%).

Workup

  1. temperatureto cool
  2. customwas triturated with petroleum ether (60-80) (15 ml)
  3. filtrationThe resultant dark solid was then filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-2409e42c874244e5976a6ce051be65ae
Source dataset
uspto-grants-1999_02
Patent number
US05866586

Reaction notes

Loading…