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Home > Encyclopedia > (6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine

(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine

(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine structure

(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine 

structure
  • CAS No:

    106092-09-5

  • Formula:

    C7H11N3S

  • Chemical Name:

    (6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine

  • Synonyms:

    2,6-Benzothiazolediamine,4,5,6,7-tetrahydro-,(6S)-;2,6-Benzothiazolediamine,4,5,6,7-tetrahydro-,(S)-;(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine;(S)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole;(S)-4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine;(S)-4,5,6,7-Tetrahydrobenzo[d]thiazole-2,6-diamine;(S)-4,5,6,7-Tetrahydrobenzo[1,2-d]thiazole-2,6-diamine;(6S)-4,5,6,7-Tetrahydro-1,3-benzothiazole-2,6-diamine;(S)-4,5,6,7-Tetrahydrobenzo[d]thiazol-2,6-diamine

  • Categories:

    Pharmaceutical Intermediates  >  Antiparkinson Agents

(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine Basic Attributes

169.25

169.25

600-715-3

J4N3Y41JML

2934999090

Characteristics

93.2

0.5

off-white powder

1.3±0.1 g/cm3

222-224ºC

359ºC at 760 mmHg

170.9±27.9 °C

1.656

0mmHg at 25°C

Safety Information

NONH for all modes of transport

36/37/38

26

Xi

Light Sensitive

P305 + P351 + P338

H315-H319-H335

|Warning|H315 (93.02%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

(6S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine Use and Manufacturing

33.8 g of 2, 6-diamino-4, 5, 6, 7-tetrahydrobenzothiazole, 500 mL of water was added, and 30.0 g of L-(+)-tartaric acid was further added, and the mixture was heated to 75 ° C and stirred for 1 hour. Cool to room temperature and stir for 24 hours, filter, wash with water and vacuum dry (55 ° C ~ 65 ° C, -0.01 MPa ~ -0.1 MPa) for 8-12 hours to obtain (S)-2, 6-diamino-4, 5, 6 , 7-tetrahydrobenzothiazole di L-(+)-tartrate crude 35.1 g, enantiomeric content 2.53percent (chiral-HPLC). The whole batch of (S)-2, 6-diamino-4, 5, 6, 7-tetrahydrobenzothiazole di L-(+)-tartrate was added to 500 mL of water and heated to 75 ° C for 1 hour. Cool down to the roomStir for 24 hours, filter, wash with water and dry in vacuum (55 ° C 65 ° C, -0.01 MPa ~ -0.1 MPa) for 8-12 hours to obtain (S)-2, 6-diamino-4, 5, 6, 7- Tetrahydrobenzothiazole di L-(+)-tartrate 26.9 g, enantiomeric content 0.08percent. Add the whole batch of (S)-2, 6-diamino-4, 5, 6, 7-tetrahydrobenzothiazole di L-(+)-tartrate to 200 mL of water and 40 mL of hydrochloric acid, stir to dissolve, add 35 drops. The aqueous solution of potassium hydroxide (the mass percentage refers to the mass of potassium hydroxide as a percentage of the total mass of the potassium hydroxide aqueous solution) is neutralized, cooled to room temperature and stirred for 1 hour, filtered, washed with water and dried in vacuo (55 ° C ~ 65 ° C, -0.01 MPa ~ -0.1 MPa) 8-12 hours to obtain (S)-2, 6-diamino-4, 5, 6, 7-tetrahydrobenzothiazole 9.43 g, yield 27.9percent, The enantiomeric content was 0.08percent.100gm(0.3134mole) (S)-Tartarate salt of 2, 6-diamino-4, 5, 6, 7-tetrahydro benzothiazolewas added to 79.69ml water. Cool the reaction mass to 0-5°C with stirring. Add71.99ml cone. HC1 slowly and drop wise. Then add 240ml 85percent KOH solution drop wiseto reaction mass. Maintain temperature 0-5°C during complete addition. Stir reactionmass for l-2hrs at 0-5°C. Filter the product.YIELD :56gm(1.05percent)PURITY: 99.6percent

Computed Properties

Molecular Weight:169.25
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:169.06736854
Monoisotopic Mass:169.06736854
Topological Polar Surface Area:93.2
Heavy Atom Count:11
Complexity:153
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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