Dimethyl Sulfate → HCID 86736776, compound

HRID 2052192Notes

Reaction equation

HRID 2052192 reaction equation
[Br-:1].[CH2:2]([O:4][C:5]([CH2:7][N+:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:22]=[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][N:16]3[N:15]=2)=[CH:10][CH:9]=1)=[O:6])[CH3:3].[S:23]([O:28]C)([O:26][CH3:27])(=[O:25])=[O:24]>>[CH3:27][O:26][S:23]([O-:28])(=[O:25])=[O:24].[Br-:1].[CH3:27][N+:22]1[C:14]([C:11]2[CH:12]=[CH:13][N+:8]([CH2:7][C:5]([O:4][CH2:2][CH3:3])=[O:6])=[CH:9][CH:10]=2)=[N:15][N:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12

Participants

3

Reactant 2

HCID 6497Dimethyl SulfateHCID 86736775HCID 86736775, compound

Product 1

HCID 86736776HCID 86736776, compound

Conditions

Temperature
150 °C

Procedure

2-(1-Ethoxycarbonylmethylpyridinium-4-yl)-s-triazolo[1,5-a]pyridine bromide (5.0 g), prepared as in Example 4 and dimethyl sulphate (5 ml) were mixed together, heated slowly to 150° C. and kept at that temperature for 30 minutes. The mixture was then cooled and triturated with isopropanol to give an off-white solid. Filtration, washing with ether and drying yielded 5.20 g of 1-methyl-2-(1-ethoxycarbonylmethylpyridinium-4- yl)-s-triazolo[1,5-a]pyridinium bromide methyl sulphate, m.p. 156°-158° C.

Workup

  1. additionwere mixed together
  2. temperatureThe mixture was then cooled
  3. customtriturated with isopropanol
  4. customto give an off-white solid
  5. filtrationFiltration
  6. washwashing with ether
  7. customdrying

Sources & evidence

ORD record
ord-2b75f38251cf4c699e6e61e809ee563a
Source dataset
uspto-grants-1980_01
Patent number
US04183741

Reaction notes

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