Some alcohols can bee also substituted with conc. HCl but not the primary ones like this one.Seems like HCl works under a bit harsh conditions:Studies of Crystalline Vitamin B1. XIV. Sulfite Cleavage. IV. The Thiazole HalfEdwin R. Buchman;
J. Am. Chem. Soc.; 1936;
58(9); 1803-1805.
![](https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_imgs/pdf.gif)
4-Methyl 5-(beta-Chloroethyl) Thiazole - Two grams of the hydroxythiazole was heated with 25 cc. of concentrated hydrochloric acid for three hours in a sealed tube at 145°C. After evaporation of excess acid, the free base was liberated with alkali and isolated by distillation; yield 1.5 g. The compound has a characteristic odor and is stable at room temperature: b. p. 74-75° (3 mm.)
And the cleavage of the Vitamine:Studies of Crystalline Vitamin B1. III. Cleavage of Vitamin with SulfiteRobert R. Williams, Robert E. Waterman, John C. Keresztesy, Edwin R. Buchman;
J. Am. Chem. Soc.; 1935;
57(3); 536-537.
![](https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_imgs/pdf.gif)
1.000 gram of vitamin was dissolved in 15 cc. of sodium sulfite solution containing sufficient excess sulfurous acid to bring the pH to 4.8-5.0. The total sulfite content was 2.6 N. After standing overnight at room temperature the liquid had deposited copious amounts of the sparingly soluble acidic cleavage product in crystalline form. After standing for several days, the crystalline product was collected, washed and dried; weight 535.8 mg.
The mother liquor and washings were brought to pH 10 with strong sodium hydroxide and the alkaline solution extracted seven times with 50 cc. of chloroform each time.
The combined chloroform extracts were extracted with dilute hydrochloric acid, the acid aqueous extract was evaporated in vacuo and the residue was extracted with absolute alcohol. The alcoholic solution on evaporation left a residue of 518.8 mg. of the crystalline hydrochloride of the basic cleavage product, the purity of which was demonstrated by analysis; yield 97.40%,. The recrystallization of this material is effected by dissolving in a minimum amount of absolute alcohol, adding an excess of dioxane and allowing to stand.
From the alkaline liquor after chloroform extraction, a further quantity of 25 3 mg. of acidic cleavage product was obtained by neutralizing and concentrating to a small volume; total yield 561 mg. or 93.1%, of the theoretical. Fine white needles are obtained on recrystallization from hot water.
____After some random web-browsing I understand that this is a GABA agonist which seems to have effects simillar to those of GHB and is neuroprotective too. If it's not a fun compound, maybee it should bee used by MDxA bees beefore and after sessions, like zolopht;The activation of the GABAergic system might inhibit the release of dopamine leading to a reduction of dopamine-mediated neurotoxicity (reviewed in, Green et al., 1995). The administration of clomethiazole before and after MDMA exposure revealed a neuroprotective effect in neocortex and hippocampus (Colado et al., 1992).Source:
http://www.maps.org/w3pb/new/2002/2002_obrocki_1395_1.pdf
(maybee this thread shall bee moved?)