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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547564Generated: October 30, 2026

2-Amino-4-chloro-6-methylpyrimidine → HCID 67199810, compound

https://huagongshe.com/reaction/547564

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-chloro-6-methylpyrimidineHCID 21810—
Reactant4-AminoacetanilideHCID 31230—
CatalystHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
ProductHCID 67199810HCID 6719981092%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a mixture of 4-aminoacetanilide 14 (3.55 g, 23.64 mmol) and 2-amino-4-chloro-6-methylpyrimidine 15 (3.73 g, 26 mmol) in ethanol (50 mL) was added. C.HCl (2 drops). The reaction mixture was stirred under reflux conditions for 2 h, cooled to 20° C. and the product was filtered washed with more ethanol and dried to give essentially pure 16 (6.38 g, 92%); mp (EtOH) 203-207° C.; 1H NMR [(CD3)2SO] δ 12.60 (br, 1 H, N+H), 10.50 (br 1 H, NH), 10.02 (s, 1 H, NH), 7.60-7.58 (br m, 6 H, NH2 & ArH), 6.13 (s, 1 H, H-5″), 2.26 (s, 3 H, CH3), 2.04 (s, 3 H, CH3); HRMS (FAB+), calc. for C13H16N5O (M+1) m/z 258.1355, found 258.1346.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939546B2
Source datasetuspto-grants-2011_05
ORD IDord-34f06b9ddf424cbfb208a189794c701b
Source noteuspto-grants-2011_05