Hydrochloric Acid → HCID 67094366, compound

HRID 1881219Notes

Reaction equation

HRID 1881219 reaction equation
Br[C:2]1[C:9]([O:10][CH2:11][CH3:12])=[C:8]([O:13][CH2:14][CH3:15])[C:7]([N+:16]([O-:18])=[O:17])=[CH:6][C:3]=1[CH:4]=O.[C:19]([O:23][CH3:24])(=[O:22])[CH2:20][SH:21].C(N(CC)CC)C.Cl>CN(C)C=O>[CH3:24][O:23][C:19]([C:20]1[S:21][C:2]2[C:9]([O:10][CH2:11][CH3:12])=[C:8]([O:13][CH2:14][CH3:15])[C:7]([N+:16]([O-:18])=[O:17])=[CH:6][C:3]=2[CH:4]=1)=[O:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 86633447HCID 86633447, compound

Product 1

HCID 67094366HCID 67094366, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-bromo-3,4-diethoxy-5-nitrobenzaldehyde (1.5 g) in N,N-dimethylformamide (5 ml) were added methyl thioglycolate (1.5 g) and triethylamine (2.2 ml) at 0° C. Stirring was continued at room temperature overnight. 1 M HCl was added and the product was extracted with ether. The organic phase was dried with Na2SO4 and evaporated. The crude product was triturated with methanol.

Workup

  1. extractionthe product was extracted with ether
  2. dry with materialThe organic phase was dried with Na2SO4
  3. customevaporated
  4. customThe crude product was triturated with methanol

Sources & evidence

ORD record
ord-e37d14edc2ac408a909404386a3c1055
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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