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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827269Generated: October 26, 2026

2-Methoxyethyl isothiocyanate → N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinazolinyl]-N'-(2-methoxyethyl)-thiourea

https://huagongshe.com/reaction/1827269

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxyethyl isothiocyanateHCID 123475—
Reactant2-amino-4-(3-chlorophenyl)-alpha-(4-chlorophenyl)-alpha-(1-methyl-1H-imidazol-5-yl)-6-quinazolinemethanolHCID 10227423—
CatalystWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinazolinyl]-N'-(2-methoxyethyl)-thioureaHCID 221364952.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2-amino-4-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(1-methyl-1H-imidazol-5-yl)-6-quinazolinemethanol (0.00021 mol), obtained in Example B19, and 1-isothiocyanato-2-methoxy-ethane (3 equiv, 0.00063 mol) in THF (1 ml) was heated at 60° C. for 5 hours. A few drops of water were added. The mixture was evaporated till dryness and purified by HPLC. The pure fractions were collected and the solvent was evaporated, yielding 0.003 g (2.4%) of N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinazolinyl]-N′-(2-methoxyethyl)-thiourea, MS(ESI) m/z: 593 595 597.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053105B2
Source datasetuspto-grants-2006_05
ORD IDord-5c7ac34a15534398bf6af7f553b327af
Source noteuspto-grants-2006_05