化学合成。
医药; 农药; 染料
合成路线 1（1. 合成：42518-98-9）
产率：80%
合成条件：Stage #1: With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2 h; Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.50 h;
实验步骤：在室温下搅拌的同时，向2-乙酰基-5-氯噻吩（0.161mg，1.0mmol），吡啶（0.012ml，0.15mmol）和氯苯（0.35ml）的混合物中加入S2Cl 2（0.16ml，2.0mmol）。 2小时后，滴加SO 2 Cl 2（0.121ml，1.5mmol），将得到的混合物在室温下搅拌0.5小时。 然后将混合物在132℃下搅拌15小时。 将混合物用CDCl 3（2ml）稀释，加入内标（1BU 3 PO 4,0.0552ml，0.20mmol），并分析混合物。 1H NMR表明已形成5-氯-2-噻吩碳酰氯，产率为80％。 1 H NMR（PhCl，CDCl 3,400MHz）δ= 7.99（d，J = 4Hz，1H），6.86（d，J = 4Hz，1H）。
参考文献：
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合成路线 2（2. 合成：42518-98-9）
产率：100%
合成条件：With thionyl chloride In dichloromethane for 16 h; Heating / reflux
实验步骤：将32.0g（0.20mmol）5-氯 - 噻吩-2-甲酸150ml二氯甲烷在100ml亚硫酰氯和250μlDMF搅拌下回流16小时。 将反应混合物蒸发掉。 将每种情况下的残余物与甲苯混合5次，用二氯甲烷混合2次并完全蒸发。 残余物不经任何进一步纯化直接反应。产量：quant.C5H2Cl2OS（181.04）
参考文献：
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合成路线 3（3. 合成：42518-98-9）
产率：100%
合成条件：at 165℃; for 17.50 h;
实验步骤：将草酰氯，2-氯噻吩和环丁砜（3：1：0.33，摩尔比）的混合物在密闭容器中加热至165℃，保持17.5小时。 通过1H NMR分析反应混合物表明2-氯噻吩的转化率为100％，5-氯噻吩-2-羰基氯的收率为100％。
参考文献：
- [1] Patent: WO2017/76844, 2017, A1. Location in patent: Page/Page column 19
