Butanethiol → HCID 24695259, compound
Reaction equation
Br.[NH2:2][C:3]1[S:4][C:5](Br)=[CH:6][N:7]=1.[CH2:9]([SH:13])[CH2:10][CH2:11][CH3:12]>C(O)C>[NH2:2][C:3]1[S:4][C:5]([S:13][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:6][N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-amino-5-bromothiazole hydrobromide (13.0 g, 0.05 mol, available from Acros Organics) and 1-butanethiol (4.5 g, 0.05 mol) in ethanol (50 ml) was heated under reflux on a steam-bath for 30 h. The mixture was then allowed to stand at room temperature for 18 h before being distilled under reduced pressure. Water (25 ml) was added to the residue followed by the cautious addition of 0.88 ammonia (25 ml). The mixture was stirred at room temperature for 4 h, then the resulting beige solid was filtered off, washed with water and dried to give 2-amino-5-butylthiothiazole, (Yield 6.0 g (63%)).
Workup
- temperaturewas heated
- temperatureunder reflux on a steam-bath for 30 h
- distillationbefore being distilled under reduced pressure
- additionWater (25 ml) was added to the residue
- additionfollowed by the cautious addition of 0.88 ammonia (25 ml)
- filtrationthe resulting beige solid was filtered off
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-7bbe933667484a5183eed7925273c5f8
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07354701B2
Reaction notes
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