Technology Process of 2-(N-phenylamino)thiazolo[5,4-b]-N-(cyclopropylmethyl)morphinan hydrochloride
There total 7 articles about 2-(N-phenylamino)thiazolo[5,4-b]-N-(cyclopropylmethyl)morphinan hydrochloride which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
aniline;
With
sodium hydride;
In
tetrahydrofuran;
at 50 - 60 ℃;
for 0.5h;
2-bromothiazolo[5,4-b]-N-(cyclopropylmethyl)morphinan;
In
tetrahydrofuran;
for 4h;
DOI:10.1021/jm101542c
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / Inert atmosphere; Reflux
2.1: hydroxylamine hydrochloride; sodium acetate / methanol / 36 h / 20 °C
3.1: bromine; acetic acid / 48 h
4.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 2 h / 20 - 60 °C
5.1: sodium hydride / tetrahydrofuran / 0.5 h / 50 - 60 °C
5.2: 4 h
With
tert.-butylnitrite; hydroxylamine hydrochloride; bromine; sodium acetate; palladium diacetate; sodium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; copper(ll) bromide;
In
tetrahydrofuran; methanol; acetonitrile;
4.1: Sandmeyer reaction;
DOI:10.1021/jm101542c
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N,N-dimethyl-formamide / 90 - 95 °C / basic conditions
2.1: triethylamine / dichloromethane / 0 - 20 °C
3.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tetrahydrofuran / Inert atmosphere; Reflux
4.1: hydroxylamine hydrochloride; sodium acetate / methanol / 36 h / 20 °C
5.1: bromine; acetic acid / 48 h
6.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 2 h / 20 - 60 °C
7.1: sodium hydride / tetrahydrofuran / 0.5 h / 50 - 60 °C
7.2: 4 h
With
tert.-butylnitrite; hydroxylamine hydrochloride; bromine; sodium acetate; palladium diacetate; sodium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; triethylamine; copper(ll) bromide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
6.1: Sandmeyer reaction;
DOI:10.1021/jm101542c