2-Oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride

Name: 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride
Brand: ChemScene
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CAS No. 27685-90-1
Cat. No. CS-0159596
Molecule weight233.63
Purity≥95%
MDL No.MFCD03001119

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride|CS-0159596

Structure of 27685-90-1

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General Information

CAS No. 27685-90-1
Cat. No. CS-0159596
Purity ≥95%
MDL No. MFCD03001119
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNO₄S
Molecular Weight 233.63
Synonym(s) 6-Benzoxazolesulfonyl chloride, 2,3-dihydro-2-oxo-
SMILES O=S(C1=CC=C2NC(OC2=C1)=O)(Cl)=O

Description

This sulfonyl chloride derivative features a rigid fused heterocyclic core enabling direct functionalization at the 6-position. The electron-deficient sulfonyl chloride group facilitates efficient coupling reactions under mild conditions, offering high reactivity and stability for synthetic applications in medicinal chemistry and materials science.

Application

2-Oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride serves as a versatile sulfonylating agent for the efficient installation of sulfonamide groups in medicinal chemistry and heterocyclic synthesis. Its reactive sulfonyl chloride functionality enables rapid coupling with amines under mild conditions, offering high yield and excellent functional group tolerance. The molecule's bench-stable nature and compatibility with standard purification methods make it ideal for iterative synthetic workflows and API intermediate construction.

Synthesis

Route1
- In-stock
  
  59-49-4
- ~74%
- In-stock
  
  27685-90-1
References
- Karimova; Dushamov; Kuryazov; Mukhamedov Chemistry of Heterocyclic Compounds, 2011 , vol. 47, # 1 p. 90 - 95
Route2
- In-stock
  
  59-49-4
- 5329-14-6
- ~%
- In-stock
  
  27685-90-1
References
- Hoechst Aktiengesellschaft Patent: US5136043 A1, 1992 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 80.14
LogP 1.0486
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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2-Oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride

CAS No. 27685-90-1

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