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Synthetic route

1-(2,6-dimethylphenyl)-3-(3-propanol)thiourea

1-(2,6-dimethylphenyl)-3-(3-propanol)thiourea

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride In water at 80 - 95℃; Industrial scale;95%
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With acetic anhydride In tetrahydrofuran; ethanol113.8 g (84%)
tetrahydrofuran ("THF")

tetrahydrofuran ("THF")

2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In water; acetone
2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride In water16.3 g (80%)
N-(2,6-dimethylphenyl)acetamide
2198-53-0

N-(2,6-dimethylphenyl)acetamide

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran; toluene / 0.5 h / Industrial scale
2: 50 - 80 °C / Industrial scale
3: hydrogenchloride / water / 80 - 95 °C / Industrial scale
View Scheme
ammonium hydroxide
1336-21-6

ammonium hydroxide

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

xylazine
7361-61-7

xylazine

isopropyl alcohol
67-63-0

isopropyl alcohol

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

Conditions
ConditionsYield
With carbon disulfide In propan-1-ol; water55.2%
gloutaric dichloride
2873-74-7

gloutaric dichloride

xylazine
7361-61-7

xylazine

C17H21ClN2O2S

C17H21ClN2O2S

Conditions
ConditionsYield
With triethylamine at 4℃;
benzoyl chloride
98-88-4

benzoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-benzamide
29280-54-4

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-benzamide

Conditions
ConditionsYield
With pyridine
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-4-methoxy-benzamide
29280-56-6

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-4-methoxy-benzamide

Conditions
ConditionsYield
With pyridine
ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-2-methyl-benzamide
29280-58-8

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-2-methyl-benzamide

Conditions
ConditionsYield
With pyridine
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

xylazine
7361-61-7

xylazine

A

(5,6-dihydro-4H-[1,3]thiazin-2-yl)-(2,6-dimethyl-phenyl)-carbamic acid ethyl ester
40523-99-7

(5,6-dihydro-4H-[1,3]thiazin-2-yl)-(2,6-dimethyl-phenyl)-carbamic acid ethyl ester

B

2-((Z)-2,6-dimethyl-phenylimino)-[1,3]thiazinane-3-carboxylic acid ethyl ester
67057-44-7

2-((Z)-2,6-dimethyl-phenylimino)-[1,3]thiazinane-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine

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