3-(Chloromethyl)-2(3H)-benzothiazolone

Base Information

• Chemical Name: 3-(Chloromethyl)-2(3H)-benzothiazolone
• CAS No.: 73762-91-1
• Molecular Formula: C8H6 Cl N O S
• Molecular Weight: 199.661
• DSSTox Substance ID: DTXSID30408732
• Wikidata: Q72453760
• Mol file: 73762-91-1.mol

Synonyms:73762-91-1;3-(Chloromethyl)-2(3H)-benzothiazolone;3-(chloromethyl)-1,3-benzothiazol-2-one;2(3H)-Benzothiazolone,3-(chloromethyl)-;3-(chloromethyl)benzo[d]thiazol-2(3H)-one;3-(Chloromethyl)-1,3-benzothiazol-2(3H)-one;3-(chloromethyl)-2,3-dihydro-1,3-benzothiazol-2-one;SCHEMBL4846941;DTXSID30408732;AKOS005206757;3-(CHLOROMETHYL)-2(3H)BENZOTHIAZOLONE

Chemical Property of 3-(Chloromethyl)-2(3H)-benzothiazolone

Chemical Property:

• Melting Point: 101-104 °C(lit.)
• PSA: 50.24000
• LogP: 2.25930
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.9858627
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

98% ^*data from raw suppliers

3-(CHLOROMETHYL)-2(3H)-BENZOTHIAZOLONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C(=O)S2)CCl

Technology Process of 3-(Chloromethyl)-2(3H)-benzothiazolone

There total 6 articles about 3-(Chloromethyl)-2(3H)-benzothiazolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-(Hydroxymethyl)-2-benzothiazolinone (72679-97-1) → 3-(chloromethyl)-2-benzothiazolinone (73762-91-1)

Guidance literature:

With thionyl chloride; In 1,2-dichloro-ethane; for 2h; Heating;

Reference yield:

C8H7Cl2NOS → 3-(chloromethyl)-2-benzothiazolinone (73762-91-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 10h; Yield given; Ambient temperature;

DOI:10.1055/s-1988-27616

Reference yield:

1,3,5-triphenylhexahydro-1,3,5-triazine (91-78-1) → 3-(chloromethyl)-2-benzothiazolinone (73762-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 2 h / Ambient temperature

2: AlCl₃ / CH₂Cl₂ / 10 h / Ambient temperature

With aluminium trichloride; In dichloromethane;

DOI:10.1055/s-1988-27616

upstream raw materials:

3-(Hydroxymethyl)-2-benzothiazolinone

1,3,5-triphenylhexahydro-1,3,5-triazine

2-hydroxybenzothiazole

2(3H)-Benzothiazolone

Downstream raw materials:

daidzein 7-N-(2(3H)-benzothiazolonyl)methyl ether

2-oxo-3(2H)-benzothiazolineacetonitrile

3-(2,4,5-Trichloro-phenoxymethyl)-3H-benzothiazol-2-one

Refernces

• 1、 D'Amico, John J.,Suba, Lydia,Ruminski, Peter G.. "Synthesis of 2-Thioxo-3-benzothiazolineacetonitrile and Related Products ". . p. 1479 - 1482. Retrieved 2007/10/02.