Triethylamine → HCID 85866771, compound

HRID 1297332Notes

Reaction equation

HRID 1297332 reaction equation
C(N(CC)CC)C.N1C=CC=CC=1.S(=O)(=O)=O.[OH:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]2[N:27]=[C:26]3[S:28][C:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:30][N:25]3[C:24]=2[CH:36]=1.C(=O)(O)[O-].[Na+]>CS(C)=O>[CH:19]([C:20]1[CH:21]=[CH:22][C:23]2[N:27]=[C:26]3[S:28][C:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:30][N:25]3[C:24]=2[CH:36]=1)=[O:18]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 168533Sulfur trioxide-pyridineHCID 516892Sodium BicarbonateHCID 23062089HCID 23062089, compound

Product 1

HCID 85866771HCID 85866771, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Triethylamine (39.02 ml) and sulfur trioxide-pyridine mixture (55.71 g) were added to a DMSO (300 ml) solution of ethyl 6-hydroxymethylthiazolo[3,2-a]benzimidazole-2-carboxylate (19.34 g). The reaction mixture was stirred for 2 hours accompanied by exothermic reaction. After completion of the reaction, the reaction mixture was carefully added to saturated sodium bicarbonate aqueous solution. The insoluble matter was collected by filtration, washed with water and then dried by heating under a reduced pressure to obtain the pale ivory-colored title compound (19.10 g).

Workup

  1. customaccompanied by exothermic reaction
  2. customAfter completion of the reaction
  3. filtrationThe insoluble matter was collected by filtration
  4. washwashed with water
  5. customdried
  6. temperatureby heating under a reduced pressure

Sources & evidence

ORD record
ord-bf506b9f601546dcb5e172c3c8cdc9cd
Source dataset
uspto-grants-2007_07
Patent number
US07250429B2

Reaction notes

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