Benzylamine → HCID 23959269, compound

HRID 2375935Notes

Reaction equation

HRID 2375935 reaction equation
CN(C)[CH2:3][CH2:4][NH:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1.C(N)[C:20]1[CH:25]=[CH:24]C=[CH:22][CH:21]=1>>[CH2:4]([NH:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1)[C:3]1[CH:24]=[CH:25][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 56724837HCID 56724837, compound

Product 1

HCID 23959269HCID 23959269, compound

Procedure

The title compound was prepared following the procedure for N,N-dimethyl-N′-(6-nitrobenzothiazol-2-yl)-ethane-1,2-diamine, using benzylamine. Modified workup: Solid that had precipitated during course of reaction (amine salt) was filtered; no aqueous workup was conducted. 1H NMR (400 MHz, CDCl3): δ=4.70 (s, 2H), 6.07 (s, br, —NH), 7.33-7.39 (m, 1H), 7.39-7.42 (m, 4H), 7.51 (d, J=8.8 Hz, 1H), 8.21 (dd, J=8.8, 2.4 Hz, 1H), 8.51 (d, J=2.4 Hz, 1H). MS (ES+): m/z 286.03 (100) [MH+]. HPLC: tR=3.47 min (ZQ2000, polar—5 min).

Workup

  1. customModified workup: Solid that had precipitated during course of reaction (amine salt)
  2. filtrationwas filtered
  3. customHPLC: tR=3.47 min (ZQ2000, polar—5 min)

Sources & evidence

ORD record
ord-1889baa6a4f549489225ae50359b7d38
Source dataset
uspto-grants-2008_12
Patent number
US07465726B2

Reaction notes

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