HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 6,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-one | HCID 135409305 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline | HCID 11289942 | 126.7% |
Reaction Steps
To a solution of compound 22 (2.60 g, 8.83 mmol) in dichloromethane (25 mL), was added a drop of N,N-Dimethyl formamide and to that oxalyl chloride (1.52 mL, 17.669 mmol) was added dropwise. This mixture was stirred at room temperature for 12 h. Reaction was monitored by TLC and the reduction continued until TLC indicated no starting material. The reaction mixture was poured in to water. Extracted with ethyl acetate and the combined organic layer were washed with Sat.NaHCO3 and brine and dried over Na2SO4 and evaporated to give the crude compound 23 (3.5 g, crude), which was used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343950B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-f48143b0895f4edd96fd9c0fed0cdae7 |
| Source note | uspto-grants-2013_01 |