Benzyl Bromide → HCID 20296415, compound

HRID 26465Notes

Reaction equation

HRID 26465 reaction equation
CN(C)CCO[C:6]1[CH:7]=[CH:8][C:9]2[C:10](=[O:27])[C:11]3[C:16]([N:17]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]=2[CH:19]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3.[Cl:29]C1C=CC2C(=O)C3C(NC=2C=1)=CC=CC=3.C(Br)C1C=CC=CC=1.[H-].[Na+]>CN(C)C=O>[Cl:29][C:6]1[CH:7]=[CH:8][C:9]2[C:10](=[O:27])[C:11]3[C:16]([N:17]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]=2[CH:19]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3

Participants

6

Reactant 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 410965GNF-Pf-3174HCID 20296434HCID 20296434, compound

Product 1

HCID 20296415HCID 20296415, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(2-dimethylaminoethoxy)-10-benzyl-9(10H)-acridinone [IV; R' is C6H5CH2, R" is H, --O--Y--N=Z is 3--O--CH2CH2N(CH3)2 ], m.p. 134°-136° C. (light yellow powder). The intermediate 3-chloro-10-benzyl-9(10H)-acridinone, m.p. 186°-190° C. (yellow crystals) was prepared from 3-chloro-9(10H)-acridinone and benzyl bromide with sodium hydride in dimethylformamide.

Sources & evidence

ORD record
ord-8b3942a0c8564b7ba8398b09d967d53d
Source dataset
uspto-grants-1979_04
Patent number
US04150134

Reaction notes

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