ISOQUINOLINE-5-SULFONYL CHLORIDE CAS 84468-15-5
ISOQUINOLINE-5-SULFONYL CHLORIDE Basic information
| Product Name: | ISOQUINOLINE-5-SULFONYL CHLORIDE |
| Synonyms: | ISOQUINOLINE-5-SULFONYL CHLORIDE;ISOQUINOLINE-5-SULFONYL CHLORIDE, HYDROCHLORIDE;5-Isoquinolinesulfonyl chloride;5-Isoquinolinesulfonylchloride(9CI);Isoquinoline-5-sulfonylchlorideHCl;isoquinolin-5-ylsulphonyl chloride;Isoquinoline Impurity 6;Isoquinoline-5-sulfonyl chloride reference substance |
| CAS: | 84468-15-5 |
| MF: | C9H6ClNO2S |
| MW: | 227.67 |
| EINECS: | |
| Product Categories: | Aromatics Compounds;Aromatics;SULFONYLHALIDE;Sulfonyl Chlorides;Sulfur & Selenium Compounds |
| Mol File: | 84468-15-5.mol |
ISOQUINOLINE-5-SULFONYL CHLORIDE Chemical Properties
| Melting point | 173-183°C |
| Boiling point | 371.2±17.0 °C(Predicted) |
| density | 1.483 |
| Fp | 178.3℃ |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | DMSO (Sparingly, Heated) |
| pka | 3.09±0.13(Predicted) |
| form | Solid |
| color | White to Off-White |
| Stability: | Moisture Sensitive |
| CAS DataBase Reference | 84468-15-5(CAS DataBase Reference) |
Safety Information
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36/37 |
| HS Code | 29334900 |
| Chemical Properties | Colourless Crystalline Solid |
| Synthesis | 27655-40-9 84468-15-5 The general procedure for the synthesis of isoquinoline-5-sulfonyl chloride from 5-isoquinolinesulfonic acid was as follows: 5-isoquinolinesulfonic acid was placed in a round-bottomed flask, 6 mL of thionyl chloride and 1 drop of N,N-dimethylformamide (DMF) were added, and the reaction was carried out at reflux for 3 hours. Upon completion of the reaction, the excess thionyl chloride was removed using a rotary evaporator. Dichloromethane (DCM) was added to the residual solid and the solid product was collected by filtration. The solid was washed three times with DCM and subsequently dried in a vacuum oven to give a white solid intermediate 2 (1 g, 91.9% yield). Intermediate 2 (130.00 mg, 571.01 μmol) was slowly added to a solution of DCM (6 mL) containing ethylenediamine (381.30 μL, 5.71 mmol) under ice-bath conditions. After removing the ice bath, the mixture was allowed to react for 3 h at room temperature. Upon completion of the reaction, the mixture was washed with water to remove the remaining ethylenediamine. The organic phase was removed using a rotary evaporator and the residue was recrystallized by ether to give brown solid 3 (91.8 mg, 60% yield). |
| References | [1] Patent: US2017/37050, 2017, A1. Location in patent: Paragraph 0064; 0068; 0069 [2] Patent: CN106279136, 2017, A. Location in patent: Paragraph 0022 [3] Patent: US5891909, 1999, A [4] Patent: US6235778, 2001, B1 [5] Patent: EP906091, 2006, B1. Location in patent: Page/Page column 48 |
ISOQUINOLINE-5-SULFONYL CHLORIDE Preparation Products And Raw materials
| Raw materials | Sulfuric acid-->Dichloromethane-->N,N-Dimethylformamide-->Thionyl chloride-->FUMING SULFURIC ACID-->Isoquinoline-->5-Isoquinolinesulfonic acid |
| Preparation Products | 1-(5-ISOQUINOLINESULFONYL)PIPERAZINE, DIHYDROCHLORIDE |
