1,4-Benzodioxan-6-ylamine → 6-Bromo-naphthalene-2-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

HRID 1987819Notes

Reaction equation

HRID 1987819 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=O)[CH:6]=[CH:5]2.[O:15]1[C:20]2[CH:21]=[CH:22][C:23]([NH2:25])=[CH:24][C:19]=2[O:18][CH2:17][CH2:16]1>>[O:15]1[C:20]2[CH:21]=[CH:22][C:23]([NH:25][C:12]([C:7]3[CH:6]=[CH:5][C:4]4[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=4)[CH:8]=3)=[O:14])=[CH:24][C:19]=2[O:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 891481,4-Benzodioxan-6-ylamineHCID 45498526-Bromo-2-naphthalenecarboxylic acid

Product 1

HCID 116034006-Bromo-naphthalene-2-carboxylic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Procedure

This material was prepared analogous to the procedure described for Example 10(c). 6-Bromo-naphthalene-2-carboxylic acid (0.5 g, 2 mmol, Lancaster) reacted with 1,4-benzodioxan-6-amine (0.332 g, 2.2 mmol, Aldrich) to give the title compound as a light-yellow solid. Mp 222.7° C. MS (ESI, pos. ion) m/z: 384 (M+1).

Workup

  1. customThis material was prepared analogous to the procedure

Sources & evidence

ORD record
ord-ec35b547b1aa4b0c87b9c9cd3cdb3e34
Source dataset
uspto-grants-2009_06
Patent number
US07553848B2

Reaction notes

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