Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81788Generated: October 26, 2026

Trifluoroacetic acid → 5-(2-Isopropyl-5-isothiocyanato-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

https://huagongshe.com/reaction/81788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantThiophosgeneHCID 10040—
ReactantSodium HydroxideHCID 14798—
Reactant5-(5-Amino-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamineHCID 59598573—
SolventWaterHCID 962—
Product5-(2-Isopropyl-5-isothiocyanato-4-methoxy-phenoxy)-pyrimidine-2,4-diamineHCID 8660072436%

Reaction Steps

To a solution of 5-(5-amino-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.100 g, 0.4 mmol) in 1 ml H2O and TFA (0.040 g, 0.4 mmol) was added thiophosgene (0.040 g, 0.4 mmol). After 1 h the mixture was neutralized with 2M NaOH and extracted with CH2Cl2. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford 5-(2-isopropyl-5-isothiocyanato-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.042 g, 36%) as brown foam [MH]+=334.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846705B2
Source datasetuspto-grants-2014_09
ORD IDord-92131dded726453888b6fe4d72d4641f
Source noteuspto-grants-2014_09