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Basic Information
| CAS No.: | 7144-49-2 |
|---|---|
| Name: | 2-(METHYLSULFONYL)BENZOTHIAZOLE, 97 |
| Article Data: | 37 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H7 N O2 S2 |
| Molecular Weight: | 213.281 |
| Synonyms: | 2-(Methylsulfonyl)benzothiazole;Methyl 2-benzothiazolyl sulfone; NSC 51671 |
| Density: | 1.440 |
| Melting Point: | 86-89 °C(lit.) |
| Boiling Point: | 370.3°C at 760 mmHg |
| Flash Point: | 177.7°C |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | R36/37/38 |
| PSA: | 83.65000 |
| LogP: | 2.78060 |
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Synthetic route
- 7144-49-2
2-methanesulfonylbenzothiazole
Conditions
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide at 20℃; for 1.1h; | 100% |
Conditions
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; isocyanuric acid In water; toluene at 20℃; for 2.5h; | 99.7% |
| With sodium hypochlorite; water; isocyanuric acid In toluene at 20℃; for 2.5h; Inert atmosphere; | 99% |
| With chromium(VI) oxide; periodic acid In ethyl acetate; acetonitrile at 0℃; for 1.75h; | 94% |
- 615-22-5
2-methylmercaptobenzothiazole
A
- 3507-54-8
2-(methylsulfinyl)benzothiazole
B
- 7144-49-2
2-methanesulfonylbenzothiazole
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-methylmercaptobenzothiazole With sodium tungstate (VI) dihydrate In ethanol at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With dihydrogen peroxide In ethanol; water at 0 - 20℃; for 10.5h; Inert atmosphere; | A n/a B 84% |
| With dihydrogen peroxide; phosphotungstate-non-cross-linked amphiphilic polymer compl at 50℃; for 7h; | A 17% B 78% |
| With phosphotungstic acid; poly(acrylamide) based ammonium salt; dihydrogen peroxide at 50℃; for 7h; | A 17% B 78% |
- 186204-66-0
2-(difluoromethanesulfonyl)-1,3-benzothiazole
- 74-88-4
methyl iodide
A
- 7144-49-2
2-methanesulfonylbenzothiazole
B
- 1610500-99-6
6-(difluoromethyl)-2,4-difluorophenanthridine
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-(difluoromethanesulfonyl)-1,3-benzothiazole; 3,5-difluoro-2-isocyano-1,1’-biphenyl With tris(bipyridine)ruthenium(II) dichloride hexahydrate; sodium carbonate In dimethyl sulfoxide at 20℃; for 4h; Inert atmosphere; Schlenk technique; Irradiation; Stage #2: methyl iodide In dimethyl sulfoxide at 20℃; for 5h; Inert atmosphere; Schlenk technique; Darkness; | A 69% B 84% |
...Expand
- 117883-09-7
2-methylthiobenzothiazole hydroiodide
- 7144-49-2
2-methanesulfonylbenzothiazole
Conditions
| Conditions | Yield |
|---|---|
| With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 17h; Ambient temperature; | 72.4% |
Conditions
| Conditions | Yield |
|---|---|
| With manganese(II) triflate; 1-Adamantanecarboxylic acid; C32H38N4O2; dihydrogen peroxide In water; acetonitrile at -30 - 20℃; for 0.5h; Inert atmosphere; Resolution of racemate; stereoselective reaction; | A 71% B n/a C n/a |
...Expand
- 2516-40-7
2-bromo-1,3-benzothiazole
- 20277-69-4
sodium methansulfinate
A
- 934-34-9
2(3H)-Benzothiazolone
B
- 7144-49-2
2-methanesulfonylbenzothiazole
Conditions
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide at 110℃; for 10h; Overall yield = 47.5 mg; | A n/a B 55% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1.) NaH / 1.) DMF, a) 0 deg C, 20 min, b) RT, 30 min, 2.) DMF, RT, 1 h 2: aq. KMnO4, AcOH / 2 h / 25 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 48.7 percent / acetone / 0.75 h 2: 72.4 percent / 3-chloroperbenzoic acid / CH2Cl2 / 17 h / Ambient temperature View Scheme | |
| Multi-step reaction with 2 steps 1: NaH 2: aq. KMnO4 View Scheme |
- 7144-49-2
2-methanesulfonylbenzothiazole
- 24424-99-5
di-tert-butyl dicarbonate
- 910803-59-7
tert-butyl 2-(benzo[d]thiazol-2-ylsulfonyl)acetate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-methanesulfonylbenzothiazole; di-tert-butyl dicarbonate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere; | 98% |
| Stage #1: 2-methanesulfonylbenzothiazole; di-tert-butyl dicarbonate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h; Stage #2: With ammonium chloride In tetrahydrofuran; water | 94% |
- 7144-49-2
2-methanesulfonylbenzothiazole
- 79-22-1
methyl chloroformate
- 24045-01-0
methyl 2-(benzo[d]thiazol-2-ylsulfonyl)acetate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-methanesulfonylbenzothiazole; methyl chloroformate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere; | 98% |
| Stage #1: 2-methanesulfonylbenzothiazole; methyl chloroformate With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h; Stage #2: With ammonium chloride In tetrahydrofuran; water | 89% |
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2-(METHYLSULFONYL)BENZOTHIAZOLE, 97
