Pyridine → HCID 70620501, compound

HRID 1112307Notes

Reaction equation

HRID 1112307 reaction equation
[CH2:1]1[C:6]2[S:7][C:8]3[N:12]([C:5]=2[CH2:4][CH2:3][NH:2]1)[C:11]1[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=1[N:9]=3.N1C=CC=CC=1.[C:23](Cl)(=[O:27])[CH2:24][CH2:25][CH3:26].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[C:23]([N:2]1[CH2:3][CH2:4][C:5]2[N:12]3[C:11]4[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=4[N:9]=[C:8]3[S:7][C:6]=2[CH2:1]1)(=[O:27])[CH2:24][CH2:25][CH3:26]

Participants

6

Reactant 4

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 516892Sodium BicarbonateHCID 12893604HCID 12893604, compound

Product 1

HCID 70620501HCID 70620501, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1,2,3,4-Tetrahydropyrido[4',3':4,5]thiazolo[3,2-a]benzimidazole (2.29 g., 0.01 mole) in 100 ml. of pyridine at 0° is treated with 1.06 g. (0.01 mole) butyryl chloride. After 24 hours at 5°, the mixture is stripped to a slurry, shaken with sodium bicarbonate and chloroform. Drying and evaporation of the organic solvents gives a solid which is recrystallized from methanol to give pure 2-butyryl-1,2,3,4-tetrahydropyrido[4',3':4,5]thiazolo[3,2-a]benzimidazole.

Workup

  1. customDrying
  2. customevaporation of the organic solvents
  3. customgives a solid which
  4. customis recrystallized from methanol

Sources & evidence

ORD record
ord-0c3fbe8bf1b345fe90370fa592c5031f
Source dataset
uspto-grants-1978_10
Patent number
US04122083

Reaction notes

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