6-Aminohexanoic Acid → HCID 3089465, compound

HRID 858359Notes

Reaction equation

HRID 858359 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=O)[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2].[NH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[N:15]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[C:8](=[O:10])[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 5646-Aminohexanoic AcidHCID 2309764-Nitrophthalic acid anhydride

Product 1

HCID 3089465HCID 3089465, compoundYield 98%

Procedure

4-nitrophthalic anhydride (0.25 g, 0.0013 mol) and 6-aminohexanoic acid (0.177 g, 0.0013 mol) were refluxed as above overnight. The clear solution was purified as per 120 to yield 0.39 g (97%) 144 as very pale dull orange crystals: mp=140° C.; Rf 0.86 (A): Rf 0.85 (B): Rf 0.75 (D): IR (cm−1): 2875–3125 (OH), 3064 (C═CH), 1775 (C═O), 1706 (bs, C═O), 1624 (C═C), 1544 (N═O), 1437 (C═C), 1398 (C—O), 1348 (N═O), 1069 (C—O), 722 (C═CH); MS m/z (rel intensity) 277 (100), 251 (11), 191 (124).

Workup

  1. customThe clear solution was purified as per 120

Sources & evidence

ORD record
ord-eac8f3907bcf4c829c10384d0745b29e
Source dataset
uspto-grants-2006_12
Patent number
US07148352B2

Reaction notes

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