Nitrogen mustard hydrochloride → HCID 67324789, compound

HRID 1397272Notes

Reaction equation

HRID 1397272 reaction equation
[C:1]1([C:7]2[S:8][CH:9]=[C:10]([CH2:12][C:13]#[N:14])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl[CH2:17][CH2:18][N:19]([CH2:21][CH2:22]Cl)[CH3:20]>>[CH3:20][N:19]1[CH2:21][CH2:22][C:12]([C:10]2[N:11]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[S:8][CH:9]=2)([C:13]#[N:14])[CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 5935Nitrogen mustard hydrochlorideHCID 2238442-(2-Phenyl-1,3-thiazol-4-yl)acetonitrile

Product 1

HCID 67324789HCID 67324789, compoundYield 25%

Procedure

This compound was synthesized from (2-phenyl-thiazol-4-yl)-acetonitrile and 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride as described in example 16 step 1b (135 mg, yield 25%). 1H NMR (300 MHz, CDCl3) δ 7.97-7.94 (m, 2H), 7.45-7.43 (m, 3H), 7.30 (s, 1H), 3.00-2.96 (m, 2H), 2.53-2.40 (m, 7H), 2.25-2.20 (m, 2H). MS (ESI) m/z: Calculated for C16H17N3S: 283.11. found: 284.2 (M+H)+.

Sources & evidence

ORD record
ord-6772bd638daf462d976dceab56c2789a
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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