6,7-Diamino-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid → HCID 54178200, compound

HRID 1660041Notes

Reaction equation

HRID 1660041 reaction equation
[NH:1]([C:5]1[C:14]([NH:15][C:16]([CH3:18])=[O:17])=[CH:13][C:8]2[O:9][CH2:10][CH2:11][O:12][C:7]=2[C:6]=1[C:19]([OH:21])=O)[C:2]([CH3:4])=[O:3].NC1C(N)=CC2OCCOC=2C=1C(O)=O.[N:37]1([CH:43]([NH2:46])[CH2:44][CH3:45])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>>[N:37]1([CH:43]([NH:46][C:19]([C:6]2[C:7]3[O:12][CH2:11][CH2:10][O:9][C:8]=3[CH:13]=[C:14]([NH:15][C:16]([CH3:18])=[O:17])[C:5]=2[NH:1][C:2]([CH3:4])=[O:3])=[O:21])[CH2:44][CH3:45])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1

Participants

4

Reactant 3

HCID 205447146,7-Diamino-2,3-dihydro-1,4-benzodioxine-5-carboxylic acidHCID 21425718HCID 21425718, compoundHCID 54172135HCID 54172135, compound

Product 1

HCID 54178200HCID 54178200, compound

Procedure

In the same manner as described in Example 53, the 6,7-diacetamino-1,4-benzodioxane-5-carboxylic acid (prepared by acetylation of the 6,7-diamino-1,4-benzodioxane-5-carboxylic acid) was condensed with the 1-piperidinopropylamine in the presence of the isobutyl chloroformiate. The N-(1-piperidinopropyl)-6,7-diacetamino-1,4-benzodioxane-5-carboxamide was obtained (M.P.: above 260° C. with decomposition). The structure was confirmed by nuclear magnetic resonance analysis.

Sources & evidence

ORD record
ord-10f6fec04b354188a384957831a1007e
Source dataset
uspto-grants-1981_12
Patent number
US04306072

Reaction notes

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