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5909-59-1

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Basic Information
CAS No.: 5909-59-1
Name: 10-(3-chloropropyl)-10H-phenothiazine
Article Data: 33
Molecular Structure:
Molecular Structure of 5909-59-1 (10-(3-chloropropyl)-10H-phenothiazine)
Formula: C15H14ClNS
Molecular Weight: 275.802
Synonyms: 10-(3-chloropropyl)-phenothiazine;10-(3-chloro-propyl)-10H-phenothiazine;10H-Phenothiazine,10-(3-chloropropyl);
PSA: 28.54000
LogP: 4.98320
Related products
Synthetic route
92-84-2

10H-phenothiazine

109-70-6

1,3-chlorobromopropane

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;90%
With sodium hydride In N,N-dimethyl-formamide83.3%
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.333333h; Inert atmosphere;
Stage #2: 1.3-chlorobromopropane In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;		82%
4091-91-2

3-chloro-1-(10H-phenothiazin-10-yl)propan-1-one

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
Stage #1: 3-chloro-1-(10H-phenothiazin-10-yl)propan-1-one With diborane In tetrahydrofuran at 20℃; for 72h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=8;		88%
92-84-2

10H-phenothiazine

109-70-6

1,3-chlorobromopropane

A

20962-92-9

10-allylphenothiazine

B

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In various solvent(s) for 24h; Ambient temperature;A 22%
B 74%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In various solvent(s) for 24h; Product distribution; Ambient temperature; other solvent;A 22%
B 74%
...Expand
63397-92-2

3-(10H-phenothiazin-10-yl)propan-1-ol

A

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

B

334990-68-0

[β-(10-Phenothiazyl)propoxy]phosphonic acid dichloride

Conditions
ConditionsYield
With pyridine; trichlorophosphate In chloroform at -15 - 20℃; for 4h;A n/a
B 65.2%
92-84-2

10H-phenothiazine

6940-76-7

1-iodo-3-chloro-propane

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 9h;37%
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h;
Stage #2: 1-iodo-3-chloro-propane In N,N-dimethyl-formamide; mineral oil at 20℃;		8.3 g
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-iodo-3-chloro-propane In N,N-dimethyl-formamide at 0℃; for 1h;
632-02-0

3-chloropropyl p-toluenesulfonate

109-72-8, 29786-93-4

n-butyllithium

92-84-2

10H-phenothiazine

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

...Expand
3733-38-8

10-(3-piperidin-1-yl-propyl)-10H-phenothiazine

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
With methanol; carbonochloridic acid 1-chloro-ethyl ester 1) 1,2-dichloroethane; Yield given. Multistep reaction;
76069-04-0

phenothiazine nitranion

109-70-6

1,3-chlorobromopropane

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
In dimethyl sulfoxide
334990-68-0

[β-(10-Phenothiazyl)propoxy]phosphonic acid dichloride

A

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

B

[β-(10-Phenothiazyl)propoxy]phosphonic acid

Conditions
ConditionsYield
With water at 20℃; for 12h; Hydrolysis; Substitution;
92-84-2

10H-phenothiazine

5909-59-1

10-(3-chloropropyl)-10H-phenothiazine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 49.6 percent / aq. Triton B / 1 h / Heating
2: 52.56 percent / nAoh / methanol / 15 h / Heating
3: 63.9 percent / conc. H2SO4 / toluene / 12 h / Heating
4: 54.7 percent / LiAlH4 / diethyl ether / 20 °C
5: 65.2 percent / POCl3; pyridine / CHCl3 / 3.5 h / -15 - 20 °C
6: H2O / 12 h / 20 °C
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