Hydrochloric Acid → HCID 19384254, compound

HRID 2399728Notes

Reaction equation

HRID 2399728 reaction equation
Cl.[O:2]1CCO[CH:3]1[CH2:7][CH2:8][S:9][C:10]1[S:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1>O1CCCC1>[O:2]=[CH:3][CH2:7][CH2:8][S:9][C:10]1[S:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19384234HCID 19384234, compound

Product 1

HCID 19384254HCID 19384254, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous 10% hydrochloric acid (50 cm3) was added to a solution of 2-(2-(1,3-dioxolan-2-yl)-ethyithio)benzthiazole (5.3 g) in tetrahydrofuran (50 cm3). After stirring at the ambient temperature for 6 hours the reaction mixture was left to stand for 48 hours during which time a white precipitate formed. The solid was collected by filtration, and a portion (2 g) dissolved in 2M sodium hydroxide solution and extracted with diethyl ether. The organic phase was dried with magnesium sulphate and evaporated under reduced pressure to give the crude 2-(3-oxopropylthio)-benzthiazole as a gummy yellow solid. This material was used without further purification in step 3. 1H NMR (CDCl3): δ9.85 (1H,s); 7.86 (2H,d); 7.78 (2H,d); 3.62 (2H,t); 3.12 (2H,t). Additional signals were observed at 611.73 and 67.50-7.00 but not assigned.

Workup

  1. waitwas left
  2. waitto stand for 48 hours during which time
  3. customa white precipitate formed
  4. filtrationThe solid was collected by filtration
  5. dissolutiona portion (2 g) dissolved in 2M sodium hydroxide solution
  6. extractionextracted with diethyl ether
  7. dry with materialThe organic phase was dried with magnesium sulphate
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-fc062d5a09e84b3da7e5aab8975e16a3
Source dataset
uspto-grants-1995_09
Patent number
US05451594

Reaction notes

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