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29490-19-5

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29490-19-5 Usage

Chemical Properties

white crystal powder

Uses

Different sources of media describe the Uses of 29490-19-5 differently. You can refer to the following data:
1. thiadiazole pharmaceutical intermediate
2. 5-Methyl-1,3,4-thiadiazol-2-thiol (Cefazolin EP Impurity E), is a new potent nitrification inhibitors. It is also an intermediate in the synthesis of Thiazolylacetylglycine Oxime (T344230).

General Description

5-Methyl-1,3,4-thiadiazole-2-thiol is a pharmaceutical intermediate. UV and UV/H2O2 induced degradation of 5-methyl-1,3,4-thiadiazole-2-thiol has been investigated.

Check Digit Verification of cas no

The CAS Registry Mumber 29490-19-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,4,9 and 0 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 29490-19:
(7*2)+(6*9)+(5*4)+(4*9)+(3*0)+(2*1)+(1*9)=135
135 % 10 = 5
So 29490-19-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H4N2S2/c1-2-4-5-3(6)7-2/h1H3,(H,5,6)

29490-19-5 Well-known Company Product Price

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  • Alfa Aesar

  • (B21355)  2-Mercapto-5-methyl-1,3,4-thiadiazole, 99%   

  • 29490-19-5

  • 50g

  • 387.0CNY

  • Detail
  • Alfa Aesar

  • (B21355)  2-Mercapto-5-methyl-1,3,4-thiadiazole, 99%   

  • 29490-19-5

  • 250g

  • 1646.0CNY

  • Detail
  • Aldrich

  • (188573)  5-Methyl-1,3,4-thiadiazole-2-thiol  99%

  • 29490-19-5

  • 188573-25G

  • 471.51CNY

  • Detail

29490-19-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-methyl-3H-1,3,4-thiadiazole-2-thione

1.2 Other means of identification

Product number -
Other names 5-methyl-1,3,4-thiadiazolyl-2-thiol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:29490-19-5 SDS

29490-19-5Synthetic route

C3H4N2S2*H3N

C3H4N2S2*H3N

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With hydrogenchloride In water at 30 - 35℃; for 0.5h; pH=4 - 4.5;99.9%
Bis(2-methyl-1,3,4-thiadiazolyl)-5,5'-disulfide
66666-63-5

Bis(2-methyl-1,3,4-thiadiazolyl)-5,5'-disulfide

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With hydrazine In dichloromethane for 0.25h; Ambient temperature; further reagents;87%
potassium N-acetylhydrazinodithioformate
38509-92-1

potassium N-acetylhydrazinodithioformate

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With SO42-/TiO2-SnO2-Al2O3 solid super acid catalyst In tetrahydrofuran at -5 - 0℃; for 3.5h;84.2%
With sulfuric acid at 5℃;
With sulfuric acid
ammonium N-acetylhydrazinodithioformate

ammonium N-acetylhydrazinodithioformate

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With SO42-/TiO2-SnO2-Al2O3 solid super acid catalyst In tetrahydrofuran at -5 - 0℃; for 3.5h; Reagent/catalyst;83.5%
delta-3 methyl ester of cefazolin
79239-19-3

delta-3 methyl ester of cefazolin

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With phosphate buffer at 40℃; for 0.0833333h; Rate constant;
delta-3 methyl ester of cefazolin
79239-19-3

delta-3 methyl ester of cefazolin

A

cefazolin
25953-19-9

cefazolin

B

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

C

(6R,7R)-3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-(2-tetrazol-1-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

(6R,7R)-3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-(2-tetrazol-1-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

D

(6R,7R)-3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-(2-tetrazol-1-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid methyl ester
117929-10-9

(6R,7R)-3-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-(2-tetrazol-1-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With phosphate buffer at 40℃; for 0.0833333h; Mechanism;
carbon disulfide
75-15-0

carbon disulfide

thioacetamide
62-55-5

thioacetamide

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With hydrazine 1) DMF, 0-5 deg C; 2) DMF, 0-5 deg C; 3) DMF, microwave irradiation, 1 min; Yield given. Multistep reaction;
5-methyl-1,3,4-thiadiazol-2-amine
108-33-8

5-methyl-1,3,4-thiadiazol-2-amine

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With potassium hydroxide; hydrogen bromide; copper; thiourea; sodium nitrite In ethanol
2-methyl-1,3,4-thiadiazoline-5-thione
29490-19-5

2-methyl-1,3,4-thiadiazoline-5-thione

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
In argon matrix at -263.16℃; for 2.25h; UV-irradiation;
carbon disulfide
75-15-0

carbon disulfide

acetic anhydride
108-24-7

acetic anhydride

thiosemicarbazide
79-19-6

thiosemicarbazide

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
Stage #1: carbon disulfide; thiosemicarbazide With sodium carbonate In ethanol at 20 - 30℃; for 4.5h;
Stage #2: acetic anhydride With sulfuric acid In ethanol at 0 - 20℃; for 2h; Reflux;
cefazolin sodium
27164-46-1

cefazolin sodium

A

C11H11N6O5S(1-)*Na(1+)

C11H11N6O5S(1-)*Na(1+)

B

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With β-lactamase at 37℃; for 0.5h; pH=7.4; Time; Alkaline conditions;
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

(5-methyl-[1,3,4]-thiadiazole-2-thiolate)tetrabutylammonium
952021-15-7

(5-methyl-[1,3,4]-thiadiazole-2-thiolate)tetrabutylammonium

Conditions
ConditionsYield
In methanol for 3h; Inert atmosphere; Reflux;100%
In methanol for 3h; Reflux; Inert atmosphere;
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

5-methyl-2-phenylmercapto-1,3,4-thiadiazole
1298111-54-2

5-methyl-2-phenylmercapto-1,3,4-thiadiazole

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 6h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Reflux;100%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

3-iodopropyltrimethoxysilane
14867-28-8

3-iodopropyltrimethoxysilane

5-methyl-2-[3-(trimethoxysilyl)propylthio]-1,3,4-thiadiazole

5-methyl-2-[3-(trimethoxysilyl)propylthio]-1,3,4-thiadiazole

Conditions
ConditionsYield
Stage #1: 2-mercapto-5-methyl-1,3,4-thiadiazole With sodium methylate In methanol at 10 - 20℃; for 0.5h;
Stage #2: 3-iodopropyltrimethoxysilane In methanol at 20 - 40℃; for 4.5h;
99.9%
2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid
56187-37-2

2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

C10H7Cl2N3O2S2

C10H7Cl2N3O2S2

Conditions
ConditionsYield
Stage #1: 2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid; 2-mercapto-5-methyl-1,3,4-thiadiazole With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With triphenyl phosphite In dichloromethane at 20 - 25℃; for 2h;
99.7%
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(2-chloro-acetylsulfanyl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid allyl ester
102628-07-9

[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(2-chloro-acetylsulfanyl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid allyl ester

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid allyl ester
102646-20-8

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-[2-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid allyl ester

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide; acetonitrile for 1h; Ambient temperature;99%
2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

2-(3-(5-methyl-1,3,4-thiadiazol-2-ylthio)propyl)-1H-isoindole-1,3(2H)-dione
511304-52-2

2-(3-(5-methyl-1,3,4-thiadiazol-2-ylthio)propyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; Inert atmosphere;99%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

C9H7ClN2S2

C9H7ClN2S2

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 14h; Reagent/catalyst; Inert atmosphere;98%
2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid
56187-37-2

2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

C10H9Cl2N3O2S2

C10H9Cl2N3O2S2

Conditions
ConditionsYield
Stage #1: 2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid; 2-mercapto-5-methyl-1,3,4-thiadiazole With pyridine In acetone at 20℃; for 1h;
Stage #2: With triethyl phosphite In acetone at 20 - 25℃; for 2h; Solvent; Reagent/catalyst;
97%
C25H26N2O5S

C25H26N2O5S

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

7-phenylacetylamino-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester
107447-96-1

7-phenylacetylamino-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester

Conditions
ConditionsYield
In acetone at 50 - 55℃; for 3h; Time;97%
benzyl bromide
100-39-0

benzyl bromide

2-methyl-5-trimethylsilylthio-1,3,4-thiadiazole
81589-00-6

2-methyl-5-trimethylsilylthio-1,3,4-thiadiazole

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

saccharin
81-07-2

saccharin

2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole
42755-32-8

2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane In N,N,N,N,N,N-hexamethylphosphoric triamide; water; ethyl acetate; acetonitrile96.4%
(3R,4R)-4-{(1S)-3-chloro-2-oxo-1-methylpropoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one
90244-30-7

(3R,4R)-4-{(1S)-3-chloro-2-oxo-1-methylpropoxy}-3-benzamido-1-(1-diphenylmethoxycarbonyl-1-triphenylphosphoranylidenemethyl)azetidin-2-one

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

{(2R,3R)-3-Benzoylamino-2-[(S)-1-methyl-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propoxy]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid benzhydryl ester
130793-04-3

{(2R,3R)-3-Benzoylamino-2-[(S)-1-methyl-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-2-oxo-propoxy]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid benzhydryl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Ambient temperature;96%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

3-acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid

3-acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid

7-amino-3-(5'-methyl-1',3',4'-thiadiazol-2'-ylthiomethyl)cephalosporanic acid
30246-33-4

7-amino-3-(5'-methyl-1',3',4'-thiadiazol-2'-ylthiomethyl)cephalosporanic acid

Conditions
ConditionsYield
With boric acid; triethylamine In water96%
In water; acetone
In water; acetone
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

4-chloro-benzenesulfenyl chloride
933-01-7

4-chloro-benzenesulfenyl chloride

2-((4-chlorophenyl)disulfanyl)-5-methyl-1,3,4-thiadiazole
1402734-87-5

2-((4-chlorophenyl)disulfanyl)-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
In diethyl ether at 28℃; for 12h;96%
1-(2-chloroethyl)-3-methylurea
74378-14-6

1-(2-chloroethyl)-3-methylurea

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

N-Methyl-N'-<2-(5-methyl-1,3,4-thiadiazol-2-yl)-thioethyl>urea
74378-13-5

N-Methyl-N'-<2-(5-methyl-1,3,4-thiadiazol-2-yl)-thioethyl>urea

Conditions
ConditionsYield
With triethylamine In acetonitrile for 3h; Heating;95%
(6S,7S)-7-Azido-3-methanesulfonyloxymethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6S,7S)-7-Azido-3-methanesulfonyloxymethyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

p-nitrobenzyl 7-β-azido-3-<2-thio(5-methyl)-1,3,4-thiadiazolyl>methyl-Δ3-O-2-isocephem-4-carboxylate

p-nitrobenzyl 7-β-azido-3-<2-thio(5-methyl)-1,3,4-thiadiazolyl>methyl-Δ3-O-2-isocephem-4-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 23℃; for 16h;95%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
30246-33-4

(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With boron trifluoride dimethyl carbonate complex; acetic acid at 5 - 10℃; Temperature;95%
With boron trifluoride dimethyl carbonate complex; carbonic acid dimethyl ester at 20 - 30℃; for 1h; Reagent/catalyst;92.1%
With boron trifluoride In acetonitrile at 30℃; for 1.5h;86%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

Stearoyl chloride
112-76-5

Stearoyl chloride

A

Octadecanethioic acid S-(5-methyl-[1,3,4]thiadiazol-2-yl) ester
135363-52-9

Octadecanethioic acid S-(5-methyl-[1,3,4]thiadiazol-2-yl) ester

B

3-stearoyl-5-methyl-1,3,4-thiadiazole-2(3H)-thione
135363-34-7

3-stearoyl-5-methyl-1,3,4-thiadiazole-2(3H)-thione

Conditions
ConditionsYield
With triethylamine In dichloromethane Yields of byproduct given;A n/a
B 95%
trimethylaluminum
75-24-1

trimethylaluminum

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

(1H-tetrazol-1-yl)-2-acetic acid methyl ester
55633-19-7

(1H-tetrazol-1-yl)-2-acetic acid methyl ester

1H-tetrazole-1-acetic acid 2-methyl-1,3,4-thiadiazol-5-ylthiol ester

1H-tetrazole-1-acetic acid 2-methyl-1,3,4-thiadiazol-5-ylthiol ester

Conditions
ConditionsYield
In hexane; dichloromethane; ethyl acetate; Petroleum ether95%
2-fluorobenzenesulfenyl chloride

2-fluorobenzenesulfenyl chloride

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

2-((2-fluorophenyl)disulfanyl)-5-methyl-1,3,4-thiadiazole
1402734-90-0

2-((2-fluorophenyl)disulfanyl)-5-methyl-1,3,4-thiadiazole

Conditions
ConditionsYield
In diethyl ether at 28℃; for 12h;95%
2-(4-bromobutyl)isoindoline-1,3-dione
5394-18-3

2-(4-bromobutyl)isoindoline-1,3-dione

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

2-(4-((5-methyl-1, 3, 4-thiadiazol-2-yl)thio) butyl) isoindoline-1, 3-dione

2-(4-((5-methyl-1, 3, 4-thiadiazol-2-yl)thio) butyl) isoindoline-1, 3-dione

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h; Inert atmosphere;95%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

C11H12N4O3S3*ClH

C11H12N4O3S3*ClH

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; acetic acid at 5 - 10℃; Temperature;95%
2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

(4R-cis)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester
154026-94-5

(4R-cis)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester

C16H26N2O4S2

C16H26N2O4S2

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate In 1-methyl-pyrrolidin-2-one at 115℃; for 20h; Solvent; Reagent/catalyst; Inert atmosphere;95%
With sodium carbonate In 1,4-dioxane at 80℃; for 6h; Inert atmosphere;
(R)-N-(2-(4-(4-bromobutoxy)phenyl)-2-hydroxyethyl)-N-methylacetamide

(R)-N-(2-(4-(4-bromobutoxy)phenyl)-2-hydroxyethyl)-N-methylacetamide

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

(R)-N-(2-hydroxy-2-(4-(4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)butoxy)phenyl)ethyl)-N-methylacetamide

(R)-N-(2-hydroxy-2-(4-(4-((5-methyl-1,3,4-thiadiazol-2-yl)thio)butoxy)phenyl)ethyl)-N-methylacetamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 45 - 50℃; for 5h;94.6%
2-bromo-5-nitro-1,3-thiazole
3034-48-8

2-bromo-5-nitro-1,3-thiazole

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

2-Methyl-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole
40045-40-7

2-Methyl-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 20℃;94%
iodobenzene
591-50-4

iodobenzene

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

5-methyl-2-phenylmercapto-1,3,4-thiadiazole
1298111-54-2

5-methyl-2-phenylmercapto-1,3,4-thiadiazole

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 12h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;94%
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

C9H7BrN2S2

C9H7BrN2S2

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 14h; Reagent/catalyst; Inert atmosphere;94%
p-methoxybenzyl 7β-(2-phenylacetamido)-3-chloromethyl-3-cephem-4-carboxylate
104146-10-3

p-methoxybenzyl 7β-(2-phenylacetamido)-3-chloromethyl-3-cephem-4-carboxylate

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

7-phenylacetylamino-3-[[2-(5-methyl-1,3,4-thiadiazolyl)thio]methyl]cephalosporanic acid p-methoxybenzyl ester

7-phenylacetylamino-3-[[2-(5-methyl-1,3,4-thiadiazolyl)thio]methyl]cephalosporanic acid p-methoxybenzyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 10h;94%
C15H12BrCl2N3O5S

C15H12BrCl2N3O5S

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

cefazedone
56187-47-4

cefazedone

Conditions
ConditionsYield
With triethylamine In ethanol for 10h; Solvent; Reagent/catalyst; Reflux;93.86%
2-6-dimethoxybenzoic acid
1466-76-8

2-6-dimethoxybenzoic acid

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

2,6-dimethoxybenzoyl-(5-methyl-1,3,4-thiadiazol-2-il)thiol ester
86396-33-0

2,6-dimethoxybenzoyl-(5-methyl-1,3,4-thiadiazol-2-il)thiol ester

Conditions
ConditionsYield
With pyridine; trichlorophosphate In dichloromethane for 16h; Ambient temperature;93%

29490-19-5Relevant articles and documents

Efficient formation of C–S bond using heterocyclic thiones and arynes

An, Yu,Xu, Gang,Cai, Menglu,Wang, Shihui,Wang, Xiao zhong,Chen, Yingqi,Dai, Liyan

, (2020/12/23)

Phenylthio heterocyclic compounds are widely used because of their diverse biological activities and medicinal prospects. Here, a facile method was reported. An arylation of 1,3,4-oxa(thia)diazol-2-thiones reacting with arynes to build C(aryl)-S bonds in the presence of CsF had good yields and excellent selectivity. The reaction was completed in short time without using expensive reagents and catalysts. Present reaction system is an efficient procedure to process phenylthio heterocyclic compounds and reveals a sustainable method and better application prospects in future organic synthesis.

Synthesis method of 5-methyl-2-mercaptothiadiazole

-

Paragraph 0020; 0023-0025, (2020/12/31)

The invention discloses a synthesis method of 5-methyl-2-mercaptothiadiazole, which comprises the following steps: in an organic solvent, by using N-acetylhydrazino dithioformate as a substrate, conducting reacting under the catalysis of solid superacid to obtain 5-methyl-2-mercaptothiadiazole. The granular solid superacid adopted in the method has the characteristics of no pollution, no corrosion, easiness in reactant separation and reusability, and is an environment-friendly catalyst.

A 2-mercapto-5-methyl -1, 3, 4-thiadiazole method for the preparation of

-

Paragraph 0023-0026, (2017/03/14)

The invention relates to a preparation method of 2-sulfydryl-5-methyl-1, 3, 4-thiadiazole. The preparation method of the 2-sulfydryl-5-methyl-1, 3, 4-thiadiazole, provided by the invention, comprises the following steps of: (1) placing the weighted hydrazine hydrate and ammonium hydroxide into a reaction vessel to be uniformly mixed, dropwise adding carbon disulfide at low temperature, after the dropwise adding operation is ended, stirring and preserving the heat to obtain a water solution of diazanyl dithiocarbamate; (2) adding acetonitrile into the reaction vessel, reacting while stirring, heating, stirring, preserving heat and reflowing to obtain a water solution of 2-sulfydryl-5-methyl-1, 3, 4-thiadiazole aluminum salt; and (3) when the reaction vessel in the step (2) is cooled to be below 40 DEG C, dropwise adding hydrochloric acid for acidifying to obtain a 2-methyl-5-sulfydryl-1, 3, 4-thiadiazole suspension, filtering and washing to obtain milk white crystal powder, namely a crude product of the 2-sulfydryl-5-methyl-1, 3, 4-thiadiazole, and then, purifying and drying the crude product to obtain white crystal powder, namely the 2-sulfydryl-5-methyl-1, 3, 4-thiadiazole. The preparation method has the characteristics of simplicity and convenience in process operation, short reaction time, low production cost and few wastes and pollutants.

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