1-Butanesulfonyl chloride, 3-methyl- synthesis
- Product Name:1-Butanesulfonyl chloride, 3-methyl-
- CAS Number:22795-37-5
- Molecular formula:C5H11ClO2S
- Molecular Weight:170.66
![[(3-methylbutyl)sulfanyl]methanimidamide hydrobromide](/CAS/20180529/GIF/6326-39-2.gif)
6326-39-2
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22795-37-5
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Yield:22795-37-5 88%
Reaction Conditions:
with tert-butylhypochlorite in water;acetonitrile at 0 - 20;
Steps:
Sulfonyl Chlorides 3; General Procedure
General procedure: Alkyl halide (or sulfate) (5 mmol) and thiourea (0.381 g, 5 mmol) were heated at reflux in EtOH (5 mL) for 1 h. After removal of the solvent in vacuum and washing with Et2O (3 × 5 mL), the corresponding S-alkyl isothiourea salt was obtained as a white solid in almost quantitative yield. Without purification, the product was transferred into a three-necked round-bottom flask equipped with a thermometer and an addition funnel in an ice-bath, followed by addition of water (0.45mL) and MeCN (10 mL). To the resultant vigorously stirred mixture was added dropwise a solution of t-BuOCl (2.86 mL) in MeCN (5 mL), keeping the inner temperature at 0-20 °C. The mixture was then stirred for 30 min. Removal of the solvent under vacuum, addition of Et2O (15 mL), washing with H2O (2 × 10 mL), drying over Na2SO4, and concentration under vacuum gave the desired product in high purity. The product was further purified by recrystalization from petroleum ether-EtOAc.
References:
Qiu, Kui;Wang, Rennan [Synthesis,2015,vol. 47,# 20,art. no. SS-2015-H0078-OP,p. 3186 - 3190]
107-82-4
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22795-37-5
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543-50-0
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22795-37-5
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16066-21-0
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22795-37-5
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7647-01-0
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123-51-3
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17356-08-0
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22795-37-5
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