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| CAS No.: | 130-17-6 |
|---|---|
| Name: | 2-(4-Aminophenyl)-6-methyl-1,3-benzothiazole-7-sulfonic acid |
| Molecular Structure: | |
|
|
|
| Formula: | C14H12N2O3S2 |
| Molecular Weight: | 320.393 |
| Synonyms: | p-(6-Methyl-7-sulfobenzothiazole)aniline;2-(p-Aminophenyl)-6-methyl-7-benzothiazolesulfonic acid;Dehydrothio-p-toluidinesulfonic acid;NSC 203387;NSC 44566;7-Benzothiazolesulfonicacid, 2-(p-aminophenyl)-6-methyl- (8CI);2-(4-Aminophenyl)-6-methyl-7-benzothiazolesulfonicacid;2-(4'-Aminophenyl)-6-methylbenzothiazole-7-sulfonic acid; |
| EINECS: | 204-979-7 |
| Density: | 1.505 g/cm3 |
| Melting Point: | 300 °C |
| Solubility: | <0.1 g/100 mL at 22 °C in water |
| Appearance: | Brownish-yellow powder |
| Hazard Symbols: |
 Xn,  C
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 129.90000 |
| LogP: | 4.76260 |
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- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: iron; sodium sulfide / 8 h / 165 °C / Green chemistry; Industrial scale 2: sulfur trioxide / 2.2 h / 0 °C / Green chemistry; Industrial scale View Scheme |
- 92-36-4
2-(4-aminophenyl)-6-methyl-1,3-benzothiazole
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| With sulfur trioxide at 0℃; for 2.2h; Reagent/catalyst; Temperature; Green chemistry; Industrial scale; |
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sulfuric acid; sodium nitrite Erwaermen des erhaltenen Diazonium-Salzes mit Aethanol; |
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; sodium nitrite In water Product distribution / selectivity; |
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium nitrite In water |
- 1375454-22-0
C24H22N8O12S4
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: 2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid With hydrogenchloride; lithium hydroxide; sodium nitrite In water at 35 - 40℃; for 125h; pH=11; Stage #2: C24H22N8O12S4 With sodium carbonate In water at 20 - 40℃; for 1.81667h; pH=7.5 - 8.5; Stage #3: With sodium chloride In water at 40℃; for 0.5h; |
| Conditions | Yield |
|---|---|
| Stage #1: 2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water Cooling with ice; Stage #2: triisopropanolamine; C14H13NO5S In water |
- 130-17-6
2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: 2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water Cooling with ice; Stage #2: tri-isopropanolamine; 2-cyanimino-4,6-dihydroxypyrimidine In water |
| Conditions | Yield |
|---|---|
| Stage #1: 2-(4'-aminophenyl)-6-methylbenzothiazole-7-sulphonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0 - 10℃; for 1.5h; pH=7; Stage #2: C15H16N2O5 With sodium carbonate In water for 3h; pH=8 - 9; |
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Chemistry
Molecular Formula: C14H12N2O3S2
Molar mass: 320.39 g/mol
EINECS: 204-979-7
Density: 1.505 g/cm3
Index of Refraction: 1.714
Melting point: 300 °C
Water solubility: <0.1 g/100 mL at 22 ºC
Appearance: Brownish-yellow powder
Product categories of 2-(4-Aminophenyl)-6-methylbenzothiazole-7-sulphonic acid (CAS NO.130-17-6): Intermediates of Dyes and Pigments
Structure of 2-(4-Aminophenyl)-6-methylbenzothiazole-7-sulphonic acid (CAS NO.130-17-6):
XLogP3-AA: 2.5
H-Bond Donor: 2
H-Bond Acceptor: 5
IUPAC Name: 2-(4-Aminophenyl)-6-methyl-1,3-benzothiazole-7-sulfonic acid
Canonical SMILES: CC1=C(C2=C(C=C1)N=C(S2)C3=CC=C(C=C3)N)S(=O)(=O)O
InChI: InChI=1S/C14H12N2O3S2/c1-8-2-7-11-12(13(8)21(17,
18)19)20-14(16-11)9-3-5-10(15)6-4-9/h2-7H,15H2,1H3,(H,17,18,19)
InChIKey: KGZUHYIHYBDNLC-UHFFFAOYSA-N
Uses
2-(4-Aminophenyl)-6-methylbenzothiazole-7-sulphonic acid (CAS NO.130-17-6) has been used for intermediate of dyes and pigments.
Toxicity Data With Reference
| 1. | ivn-mus LD50:178 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00718 . |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intravenous route. See also SULFONATES. When heated to decomposition it emits very toxic fumes of SOx and NOx.
Hazard Codes: 
Xn
C
Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
Specification
2-(4-Aminophenyl)-6-methylbenzothiazole-7-sulphonic acid ,its cas register number is 130-17-6.It also can be called Dehydrothio-p-toluidinesulfonic acid ; Dehydrothiotoluidine sulfonic acid ; 2-(4-Aminophenyl)-6-methyl-1,3-benzothiazole-7-sulfonic acid ; 7-Benzothiazolesulfonic acid, 2-(p-aminophenyl)-6-methyl- and 7-Benzothiazolesulfonic acid, 2-(4-aminophenyl)-6-methyl- .