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26364-65-8

Basic Information
CAS No.: 26364-65-8
Name: 2-Cyaniminothiazolidine
Article Data: 21
Molecular Structure:
Molecular Structure of 26364-65-8 (2-Cyaniminothiazolidine)
Formula: C4H5N3S
Molecular Weight: 127.17
Synonyms: Cyanamide,(4,5-dihydro-2-thiazolyl)- (9CI);D2,N-Thiazolidinecarbamonitrile (8CI);2-(Cyanoimino)thiazolidine;2-Cyanoimino-1,3-thiazolidine;2-Thiazolidinylidenecyanamide;
EINECS: 427-720-1
Density: 1.43 g/cm3
Melting Point: 156-157 °C(Solv: ethanol (64-17-5); water (7732-18-5))
Boiling Point: 227.6 °C at 760 mmHg
Flash Point: 91.5 °C
PSA: 73.48000
LogP: 0.48868
Synthetic route
60-23-1

Cysteamine

10191-60-3

dimethyl N-cyanodithioiminocarbonate

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
In ethanol at 90℃; for 2h;100%
In ethanol for 3h; Heating / reflux;67.1%
In ethanol Heating;
156-57-0

2-mercaptoethylamine hydrochloride

10191-60-3

dimethyl N-cyanodithioiminocarbonate

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
In ethanol for 6h; Heating;95%
With sodium carbonate In water at 10 - 20℃; for 2h; Product distribution / selectivity;93%
With sodium hydrogencarbonate In water at 10 - 20℃; for 3h; Product distribution / selectivity;92%
127-09-3

sodium acetate

132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

A

26364-65-8

2-(N-cyanoimino)thiazolidine

B

3-Acetyl-thiazolidin-(2Z)-ylidene-cyanamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;A 6%
B 85%
71-23-8

propan-1-ol

132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

A

140483-44-9

3-Propyl-thiazolidin-(2E)-ylidene-cyanamide

B

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 83%
B 16%
64-17-5

ethanol

132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

A

97538-34-6

3-Ethyl-thiazolidin-(2E)-ylidene-cyanamide

B

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 82%
B 13%
132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

108-93-0

cyclohexanol

A

26364-65-8

2-(N-cyanoimino)thiazolidine

B

3-Cyclohexyl-thiazolidin-(2Z)-ylidene-cyanamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 81%
B 6%
67-56-1

methanol

132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

A

97538-33-5

3-Methyl-thiazolidin-(2E)-ylidene-cyanamide

B

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 79%
B 16%
With sodium hydride In N,N-dimethyl-formamide at 80℃; Mechanism; Product distribution; effect of different alcohols;A 79%
B 16%
64-17-5

ethanol

3-(3-Nitro-benzenesulfonyl)-thiazolidin-(2Z)-ylidene-cyanamide

A

97538-34-6

3-Ethyl-thiazolidin-(2E)-ylidene-cyanamide

B

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 79%
B 10%
132433-56-8

3-Methanesulfonyl-thiazolidin-(2E)-ylidene-cyanamide

107-92-6

butyric acid

A

26364-65-8

2-(N-cyanoimino)thiazolidine

B

3-Butyryl-thiazolidin-(2Z)-ylidene-cyanamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 80℃;A 8%
B 79%
160314-52-3

3-dimethoxymethyl-2-(N-cyanoimino)thiazolidine

100-51-6

benzyl alcohol

A

27591-56-6

benzyl formate dimethyl acetal

B

26364-65-8

2-(N-cyanoimino)thiazolidine

Conditions
ConditionsYield
In tetrahydrofuran Heating;A 76%
B n/a
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Chemistry

Molecular Structure of 2-Cyaniminothiazolidine (CAS NO.26364-65-8):

Empirical Formula: C4H5N3S
Molecular Weight: 127.1676
Surface Tension: 63 dyne/cm
Density: 1.43 g/cm3
Flash Point: 91.5 °C
Molar Refractivity: 34.25 cm3
Molar Volume: 88.7 cm3
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 64.69Å2
Enthalpy of Vaporization: 46.42 kJ/mol 
Boiling Point: 227.6 °C at 760 mmHg
Vapour Pressure: 0.0768 mmHg at 25°C
Index of Refraction: 1.698
SMILES: N#CNC/1=N/CCS\1
InChI: InChI=1/C4H5N3S/c5-3-7-4-6-1-2-8-4/h1-2H2,(H,6,7)
Product Categories: Pharmaceutical Intermediates

Specification

 2-Cyaniminothiazolidine , with CAS number of 26364-65-8, can be called 2-Cyanoimino-1,3-thiazolidine ; 2-Thiazolidinylidenecyanamide ; (2Z)-1,3-Thiazolidin-2-ylidenecyanamide ; 1,3-Thiazolidin-2-ylidenecyanamide ; cyanamide, N-[(2Z)-2-thiazolidinylidene]- ; N-(4,5-Dihydro-2-thiazolyl)cyanamide ; N-(1,3-Thiazolan-2-yliden)cyanamide and so on.