ChemicalBook CAS DataBase List Ambroxol hydrochloride

Ambroxol hydrochloride synthesis

12synthesis methods

Product Name:Ambroxol hydrochloride
CAS Number:23828-92-4
Molecular formula:C13H19Br2ClN2O
Molecular Weight:414.56

The invention relates to a synthetic method of ambroxol hydrochloride; the method comprises the following steps: adopting isatoic anhydride as a starting material, and reacting the isatoic anhydride with trans-4-aminocyclohexanol to obtain trans-4- [ (2-aminobenzoyl) amino ] cyclohexanol; trans-4- [ (2-aminobenzoyl) amino ] cyclohexanol is substituted by bromine to obtain trans-4- [ (2-amino-3, 5-dibromobenzoyl) amino ] cyclohexanol; reducing trans-4- [ (2-amino-3, 5-dibromobenzoyl) amino ] cyclohexanol by amido bond to obtain ambroxol; finally salifying the ambroxol to obtain the ambroxol hydrochloride.

27489-62-9 Synthesis

27489-62-9
461 suppliers
$5.00/5g

50910-55-9 Synthesis

50910-55-9
542 suppliers
$6.00/5g

23828-92-4
648 suppliers
$5.00/50mg

Yield:23828-92-4 96.26%

Reaction Conditions:

Stage #1:trans-4-hydroxycyclohexylamine;3,5-dibromo-2-amino benzaldehyde with lithium perchlorate;sodium tris(acetoxy)borohydride in 1,2-dichloro-ethane at 20; for 1.5 h;
Stage #2: with hydrogenchloride in water;acetone at 20; for 1 h;Solvent;

Steps:

13-17 Example 13: Synthesis of Ambroxol Hydrochloride
In the reaction flask, add 20mmol of trans-4-aminocyclohexanol, 23.2mmol of compound 2, 0.8mmol LiClO4, and 22mmol of NaBH(OAc)3, then add 100mL of 1,2-dichloroethane, and stir for 1.5h at room temperature. . After the reaction, the reaction solution was poured into 100 mL of ice water, and extracted with 100 mL of dichloromethane to obtain an oil phase.The solvent was removed by rotary evaporation under reduced pressure to obtain a yellow liquid, which was dissolved in 100 mL of acetone, 5 mL of concentrated hydrochloric acid was added dropwise under stirring at room temperature, a light yellow precipitate appeared, stirred at room temperature for 1 h, filtered, and washed with acetone to obtain a light yellow crude product. It is recrystallized with water, decolorized by activated carbon, and dried to obtain 4.666 g of white ambroxol hydrochloride with a yield of 96.26% and a purity of 99.76%.

References:

Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.;Shandong Luoxin Pharmaceutical Group Co., Ltd.;Shandong Yuxin Pharmaceutical Co., Ltd.;Sun Song;Cao Chuanzhen;Zhou Yan;Zhu Yuqing;Xu Guichao CN111072500, 2020, A Location in patent:Paragraph 0058-0067; 0076; 0077

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54840-15-2 Synthesis