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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631225Generated: October 31, 2026

Methanimidamide, hydrochloride (1:1) → 7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-4(3H)-one

https://huagongshe.com/reaction/631225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanimidamide, hydrochloride (1:1)HCID 10313058—
ReactantHCID 19589924HCID 19589924—
SolventFormamideHCID 713—
Product7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-4(3H)-oneHCID 13573659984%

Reaction Conditions

Temperature130 °C

Reaction Steps

According to the procedure described in Example 6A Step 4, a mixture of ethyl 7-amino-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate (1.45 g, 6.5 mmol) and formamidine hydrochloride (1.208 g, 15 mmol) in formamide (20 mL) was heated at 130° C. for 8 hours, to afford 7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-4(3H)-one as a solid (1.114 g, 84%). 1H NMR (300 MHz, CDCl3 and drops DMSO-d6) δ 11.80 (br, 1H), 7.88 (s, 1H), 7.63 (s, 1H), 7.13 (s, 1H), 4.36 (m, 4H); LC-MS (ESI) m/z 205 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-0fef58edf58f47048bc537d94e6ab547
Source noteuspto-grants-2016_04