Carbon tetrabromide → HCID 58346788, compound

HRID 222057Notes

Reaction equation

HRID 222057 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][O:12][C:13]2[N:25]=[CH:24][N:23]=[C:22]3[C:14]=2[C:15]2[CH2:16][CH2:17][C:18]4[N:28]([CH2:29][CH2:30]O)[N:27]=[CH:26][C:19]=4[C:20]=2[S:21]3)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Br)(Br)(Br)[Br:33].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Br:33][CH2:30][CH2:29][N:28]1[C:18]2[CH2:17][CH2:16][C:15]3[C:14]4[C:22]([S:21][C:20]=3[C:19]=2[CH:26]=[N:27]1)=[N:23][CH:24]=[N:25][C:13]=4[O:12][CH2:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 58346672HCID 58346672, compound

Product 1

HCID 58346788HCID 58346788, compoundYield 54.1%

Procedure

This compound was prepared in a similar fashion as described in Example 48 step 5 starting from 2-{6[2-(4-nitro-phenyl)-ethoxy]-4,5-dihydro-10-thia-2,3,7,9-tetraaza-cyclopenta[a]fluoren-3-yl}-ethanol (4.2 g, 9.6 mmol), carbontetrabromide (6.37 g, 19.20 mmol), and triphenyl phosphine (5.03 g, 19.20 mmol). The desire product was obtained as a light yellow solid (2.6 g) in 54% yield. LCMS RT=3.55 min; [M+H]+=500.1/502.0.

Workup

  1. customThis compound was prepared in a similar fashion

Sources & evidence

ORD record
ord-9445cb0f7b9b4756bbaa6f45f19f36e5
Source dataset
uspto-grants-2012_06
Patent number
US08207172B2

Reaction notes

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