Ammonia → HCID 53704167, compound

HRID 2428244Notes

Reaction equation

HRID 2428244 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14](O)=[O:15])[CH2:6][CH2:5]2.C1N=C[N:21](C(N2C=NC=C2)=O)C=1.N.CO>>[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([NH2:21])=[O:15])[CH2:6][CH2:5]2

Participants

5

Reactant 4

HCID 222AmmoniaHCID 887MethanolHCID 40634TroloxHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 53704167HCID 53704167, compoundYield 37.7%

Procedure

Following the amide coupling procedure described in protocol A, 498 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (1.99 mmol), 367 mg CDI (2.26 mmol) and 1.4 mL of 7.0M NH3 in MeOH (9.8 mmol) produced 187 mg of 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxamide as a white solid.

Sources & evidence

ORD record
ord-93b8fbf75eb04ec19e8e8ef34b628aab
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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