海萝胶 → HCID 178418664，化合物

HRID 6213

反应方程式

HRID 6213 反应方程式
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C(OC(OC(OC(C)(C)C)=O)=O)(C)(C)C.NC1C=CC=CN=1.C([Li])CCC.[S].[Cl-:36].[NH4+].C(OC(NC1[S:51]C=CN=C1)=O)(C)(C)C.Cl>O1CCCC1.C(O)(=O)C>[ClH:36].[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[SH:51]

参与物

11

反应物 8

HCID 313海萝胶HCID 100093-氨基吡啶2 次HCID 104392-氨基吡啶HCID 25517氯化铵HCID 90495二碳酸二叔丁酯HCID 5362487不溶性硫黄HCID 675676233-t-Butoxycarbonylamino-4-thia-pyridineHCID 178418339正丁基锂

产物 1

HCID 178418664HCID 178418664，化合物

试剂、催化剂与溶剂 2

HCID 176醋酸溶剂HCID 8028四氢呋喃溶剂

实验过程

In Scheme (3), 3-aminopyridine is acylated with di-t-butyldicarbonate to introduce the t-butoxycarbonyl (t-BOC) protecting group. (It will be appreciated that two other pyridinothiazolothio mercaptans may be prepared by known methodology using other amino pyridine isomers.) The t-BOC protected 3-aminopyridine is then treated with n-butyllithium in tetrahydrofuran followed by elemental sulfur (S8), followed by treatment with saturated ammonium chloride. The resulting 3-t-butoxycarbonylamino-4-thia-pyridine is treated with a mixture of acetic acid and HCl to provide 3-amino-4-mercaptopyridine hydrochloride. The desired 5-pyridinothiazolo thiomercaptan can then be prepared by treating this compound with carbon disulfide under basic conditions.

来源与证据

ORD记录
ord-ed7c34e35eb445bc9fee78139710e092
来源数据集
uspto-grants-1993_09
专利号
US05247073

关联笔记

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