Methanol → HCID 15022010, compound

HRID 1110076Notes

Reaction equation

HRID 1110076 reaction equation
[NH2:1][C:2]1[CH:12]=[C:11]2[C:5]([C:6]([Cl:16])=[C:7]([O:13][CH2:14][CH3:15])[O:8][C:9]2=[O:10])=[CH:4][CH:3]=1.[C:17]1([N:23]=[C:24]=[S:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCl.CO>C1COCC1>[C:17]1([NH:23][C:24]([NH:1][C:2]2[CH:12]=[C:11]3[C:5]([C:6]([Cl:16])=[C:7]([O:13][CH2:14][CH3:15])[O:8][C:9]3=[O:10])=[CH:4][CH:3]=2)=[S:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6327Methyl ChlorideHCID 7673Phenyl IsothiocyanateHCID 123248667-Amino-4-chloro-3-ethoxy-1H-2-benzopyran-1-one

Product 1

HCID 15022010HCID 15022010, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared by reaction of 7-amino-4-chloro-3-ethoxyisocoumarin with phenyl isothiocyanate at r. t. in THF for 24 hrs. The product was obtained as yellow solid: yield 55%, m.p. 176°-177° C. (dec.); TLC, Rf =0.76 (CH3Cl:MeOH=9:1), MS m/e=374 (M+). Anal. Calcd. for C18H15N2O3ClS: C, 57.62; H, 4.00. Found: C, 57.77; H, 4.04.

Workup

  1. customThe product was obtained as yellow solid

Sources & evidence

ORD record
ord-519e0e7cbd1d496a898e656e9989102d
Source dataset
uspto-grants-1994_06
Patent number
US05324648

Reaction notes

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