Formaldehyde → 3-(Morpholinomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine

HRID 1413432Notes

Reaction equation

HRID 1413432 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:10][N:9]2[CH:21]=1)=[O:4].[CH2:22]=O.[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>C(O)(=O)C>[O:27]1[CH2:28][CH2:29][N:24]([CH2:22][C:21]2[N:9]3[CH:10]=[C:11]([S:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:12]=[CH:13][C:8]3=[N:7][C:6]=2[NH:5][C:3]([O:2][CH3:1])=[O:4])[CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 12414300Methyl [6-(phenylsulfanyl)imidazo[1,2-a]pyridin-2-yl]carbamate

Product 1

HCID 536322483-(Morpholinomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

From the reaction of 0.75 g. of 2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine and 0.83 ml. acetic acid, 18 ml. of 37% formaldehyde and 0.216 g. of morpholine, following the procedure of Example 8, there is obtained 3-(morpholinomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine m.p. 158°-182° C.

Workup

  1. customFrom the reaction of 0.75 g

Sources & evidence

ORD record
ord-0318106ef1c744ce8382caa5781dac7f
Source dataset
uspto-grants-1981_02
Patent number
US04250174

Reaction notes

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